CN100352808C - 杂环二酰胺无脊椎害虫控制剂 - Google Patents
杂环二酰胺无脊椎害虫控制剂 Download PDFInfo
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Abstract
本发明提供了式I的化合物及其N-氧化物或适宜的盐,其中A和B独立地是O或S;每个J独立地是苯环、萘环系、5-或6-元杂芳环或芳族的8-、9-或10-元稠合的杂双环系,其中每个环或环系用1-4个R5任选取代;K与两个邻近的相连碳原子一起,是用1-3个R4任选取代的5-或6-元杂芳环;并且R1、R2、R3、R4、R5和n定义如说明书中所述。本发明还公开了防治无脊椎害虫的方法,包括用生物有效量的式I的化合物、它的N-氧化物或该化合物的适宜的盐(例如以本文所述的组合物),接触无脊椎害虫或其环境。本发明还涉及一种防治无脊椎害虫的组合物,包括生物有效量的式I的化合物、它的N-氧化物或该化合物的适宜的盐和至少一种选自表面活性剂、固体稀释剂和液体稀释剂的其它组分。
Description
技术领域
本发明涉及某些杂环二酰胺、它们的N-氧化物、适宜的盐和组合物,以及它们在农业和非农业环境中防治无脊椎害虫的应用方法。
背景技术
无脊椎害虫的防治在实现高效农业中是非常重要的。无脊椎害虫危害农作物的生长和贮存,会导致严重减产,从而增加消费者的费用。在森林、温室作物、观赏植物、苗圃作物、贮存的食品和纤维产品、家畜、家庭、以及公共与动物保健中,无脊椎害虫的防治也是重要的。虽然为此目的已可买到许多产品,但是仍然需要更有效、价廉、低毒、对环境安全或具有不同作用方式的新化合物。
NL 9202078公开了式i所示的用作杀虫剂的N-酰基邻氨基苯甲酸衍生物
其中,X是直接键;Y是H或C1-C6烷基;Z是NH2、NH(C1-C3烷基)或N(C1-C3烷基)2;和R1-R9独立地是H、卤素、C1-C6烷基、苯基、羟基、C1-C6烷氧基或C1-C7酰氧基。
WO01/070671公开了用作杀节肢动物剂的式i的N-酰基邻氨基苯甲酸衍生物
其中A和B独立地是O或S;J是任选取代的苯环、5-或6-元杂芳环、萘环系或芳族的8-、9-或10-元稠合的杂双环系;R1和R3独立地是H或任选取代的C1-C6烷基;R2是H或C1-C6烷基,每个R4独立地是H、C1-C6烷基、C1-C6卤代烷基、卤素或CN;和n是1-4。
发明概述
本发明涉及式I所示的化合物及其N-氧化物或适宜的盐
其中
A和B独立地是O或S;
每个J独立地是苯环、萘环系、5-或6-元杂芳环或芳族的8-、9-或10-元稠合的杂双环系,其中每个环或环系用1-4个R5任选取代;
K与两个邻近的相连碳原子一起,是被1-3个R4任选取代的5-或6-元杂芳环;
n是1-3;
R1是H;或C1-C6烷基、C2-C6链烯基、C2-C6链炔基或C3-C6环烷基,每个用一个或多个选自以下的取代基任选取代:卤素、CN、NO2、羟基、C1-C4烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C2-C4烷氧基羰基、C1-C4烷基氨基、C2-C8二烷基氨基和C3-C6环烷基氨基;或
R1是C2-C6烷基羰基、C2-C6烷氧基羰基、C2-C6烷基氨基羰基、C3-C8二烷基氨基羰基或C(=A)J;
R2是H、C1-C6烷基、C2-C6链烯基、C2-C6链炔基、C3-C6环烷基、C1-C4烷氧基、C1-C4烷基氨基、C2-C8二烷基氨基、C3-C6环烷基氨基、C2-C6烷氧基羰基或C2-C6烷基羰基;
R3是H;G;或C1-C6烷基、C2-C6链烯基、C2-C6链炔基、C3-C6环烷基,每个用一个或多个选自以下的取代基任选取代:G、卤素、CN、NO2、羟基、C1-C4烷氧基、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C2-C6烷氧基羰基、C2-C6烷基羰基、C3-C6三烷基甲硅烷基、或苯基、苯氧基或5-或6-元杂芳环,每个环用1-3个独立地选自R6的取代基任选取代;或
R2和R3可以与它们相连的氮一起形成含有2-6个碳原子和任选另一个氮、硫或氧原子的环,并且所述环可以用1-4个选自R12的取代基任选取代;和
G是5-或6-元非芳族碳环或杂环,它任选包括1或2个选自C(=O)、SO或S(O)2的环成员,并且用1-4个选自R12的取代基任选取代;
每个R4独立地是H、C1-C6烷基、C2-C6链烯基、C2-C6链炔基、C3-C6环烷基、C1-C6卤烷基、C2-C6卤链烯基、C2-C6卤链炔基、C3-C6卤环烷基、卤素、CN、NO2、羟基、C1-C4烷氧基、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C1-C4卤烷硫基、C1-C4卤烷基亚磺酰基、C1-C4卤烷基磺酰基、C1-C4烷基氨基、C2-C8二烷基氨基、C3-C6环烷基氨基、C1-C4烷氧基烷基、C1-C4羟基烷基、C(O)R10、CO2R10、C(O)NR10R11、NR10R11、N(R11)CO2R10;或
每个R4独立地是苯基、苄基、苯氧基或5-或6-元杂芳环,每个环用1-3个独立地选自R6的取代基任选取代;
每个R5独立地是H、C1-C6烷基、C2-C6链烯基、C2-C6链炔基、C3-C6环烷基、C1-C6卤烷基、C2-C6卤链烯基、C2-C6卤链炔基、C3-C6卤环烷基、卤素、CN、CO2H、CONH2、NO2、羟基、C1-C4烷氧基、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C1-C4卤烷硫基、C1-C4卤烷基亚磺酰基、C1-C4卤烷基磺酰基、C1-C4烷基氨基、C2-C8二烷基氨基、C3-C6环烷基氨基、C2-C6烷基羰基、C2-C6烷氧基羰基、C2-C6烷基氨基羰基、C3-C8二烷基氨基羰基、C3-C6三烷基甲硅烷基;或
每个R5独立地是苯基、苄基、苯甲酰基、苯氧基、5-或6-元杂芳环或芳族的8-、9-或10-元稠合的杂双环系,每个环或环系用1-3个独立地选自R6的取代基任选取代;或
(R5)2当连接于邻近的碳原子时,可以一起为-OCF2O-、-CF2CF2O-或-OCF2CF2O-;和
每个R6独立地是C1-C4烷基、C2-C4链烯基、C2-C4链炔基、C3-C6环烷基、C1-C4卤烷基、C2-C4卤链烯基、C2-C4卤链炔基、C3-C6卤环烷基、卤素、CN、NO2、C1-C4烷氧基、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C1-C4烷基氨基、C2-C8二烷基氨基、C3-C6环烷基氨基、C3-C6(烷基)环烷基氨基、C2-C4烷基羰基、C2-C6烷氧基羰基、C2-C6烷基氨基羰基、C3-C8二烷基氨基羰基或C3-C6三烷基甲硅烷基;
每个R10独立地是H、C1-C4烷基或C1-C4卤烷基;
每个R11独立地是H或C1-C4烷基;和
每个R12独立地是C1-C2烷基、卤素、CN、NO2或C1-C2烷氧基。
本发明还涉及一种防治无脊椎害虫的方法,包括用生物有效量的式I的化合物及其N-氧化物或该化合物的适宜的盐(例如以本文所述的组合物),来接触无脊椎害虫或其环境。本发明还涉及这样一种方法,其中将无脊椎害虫或其环境与生物有效量的式I的化合物或含有式I的化合物及其N-氧化物或该化合物的适宜的盐的组合物和生物有效量的至少一种防治无脊椎害虫的其它化合物或试剂接触。
本发明还涉及一种防治无脊椎害虫的组合物,包括生物有效量的式I的化合物、它的N-氧化物或该化合物的适宜的盐和至少一种选自表面活性剂、固体稀释剂和液体稀释剂的其它组分。本发明还涉及一种组合物,包括生物有效量的式I的化合物、它的N-氧化物或该化合物的适宜的盐和生物有效量的至少一种其它生物活性化合物或试剂。
发明详述
在上面的陈述中,术语“烷基”既可以单独使用,也可以在组合词中使用,如“烷硫基”或“卤烷基”中使用,它包括直链或支链烷基,如甲基、乙基、正丙基、异丙基、或者不同的丁基、戊基或己基异构体。“链烯基”包括直链或支链链烯基,如乙烯基、1-丙烯基、2-丙烯基、以及不同的丁烯基、戊烯基和己烯基异构体。“链烯基”也包括多烯,如1,2-丙二烯基和2,4-己二烯基。“链炔基”包括直链或支链炔基,如乙炔基、1-丙炔基、2-丙炔基以及不同的丁炔基、戊炔基和己炔基异构体。“链炔基”也可以包括含有多个三键的基团,如2,5-己二炔基。“烷氧基”包括,例如甲氧基、乙氧基、正丙氧基、异丙氧基以及不同的丁氧基、戊氧基和己氧基异构体。“烷氧基烷基”是指在烷基上有烷氧基取代的。“烷氧基烷基”的实例包括CH3OCH2、CH3OCH2CH2、CH3CH2OCH2、CH3CH2CH2CH2OCH2和CH3CH2OCH2CH2。“烷硫基”包括支链或直链烷硫基,例如甲硫基、乙硫基以及不同的丙硫基和丁硫基异构体。“烷基亚磺酰基”包括烷基亚磺酰基的两种对映体。“烷基亚磺酰基”的实例包括CH3S(O)、CH3CH2S(O)、CH3CH2CH2S(O)、(CH3)2CHS(O)和不同的丁基亚磺酰基异构体。“烷基磺酰基”包括CH3S(O)2、CH3CH2S(O)2、CH3CH2CH2S(O)2、(CH3)2CHS(O)2和不同的丁基磺酰基异构体。“烷基氨基”、“二烷基氨基”、“链烯基硫基”、“链烯基亚磺酰基”、“链烯基磺酰基”、“链炔基硫基”、“链炔基亚磺酰基”、“链炔基磺酰基”等,定义与上面的实例类似。“环烷基”包括,例如,环丙基、环丁基、环戊基和环己基。
“芳族”是指每个环原子基本上在相同平面,并具有与该环平面垂直的p轨道,并且其中该环带有(4n+2)个π电子(n是0或正整数),满足Hückel规则。术语“芳环系”是指完全不饱和碳环和杂环,其中多环系中至少一个环是芳环。术语“芳族碳环或环系”包括完全的芳族碳环,其中多环系中至少一个环是芳环(例如苯基和萘基)。术语“非芳族碳环或环系”是指完全饱和的碳环以及部分或完全不饱和的碳环,其中该环系中的任何环都不满足Hückel规则。与环或环系相关的术语“杂”是指这样一种环或环系,其中至少一个环原子不是碳原子,并且可以含有1-4个独立地选自氮、氧和硫的杂原子,条件是每个环含有不超过4个氮,含有不超过2个氧,并且含有不超过2个硫。术语“杂芳环或环系”和“芳族稠合的杂双环系”包括完全芳族的杂环,和其中多环系中至少一个环是芳族(其中芳族是指满足Hückel规则)的杂环。术语“非芳族的杂环或环系”是指完全饱和的杂环以及部分和完全不饱和的杂环,其中该环系中的任何环都不满足Hückel规则。该杂环或环系可以通过取代任何可得的碳或氮上的氢而与所述碳或氮相连。
术语“卤素”,它可以是单独的或在组合词中如“卤烷基”,包括氟、氯、溴或碘。而且,在组合词如“卤烷基”中使用时,所述烷基可以被卤原子部分或完全地取代,卤原子可以是相同或不同的。“卤烷基”的实例包括F3C、ClCH2、CF3CH2和CF3CCl2。术语“卤链烯基”、“卤链炔基”、“卤烷氧基”、“卤烷硫基”等,定义与术语“卤烷基”类似。“卤链烯基”的实例包括(Cl)2C=CHCH2和CF3CH2CH=CHCH2。“卤链炔基”的实例包括HC≡CCHCl、CF3C≡C、CCl3C≡C和FCH2C≡CCH2。“卤烷氧基”的实例包括CF3O、CCl3CH2O、HCF2CH2CH2O和CF3CH2O。“卤烷硫基”的实例包括CCl3S、CF3S、CCl3CH2S和ClCH2CH2CH2S。“卤烷基亚磺酰基”的实例包括CF3S(O)、CCl3S(O)、CF3CH2S(O)和CF3CF2S(O)。“卤烷基磺酰基”的实例包括CF3S(O)2、CCl3S(O)2、CF3CH2S(O)2和CF3CF2S(O)2。
“烷基羰基”的实例包括C(O)CH3、C(O)CH2CH2CH3和C(O)CH(CH3)2。“烷氧基羰基”的实例包括CH3OC(=O)、CH3CH2OC(=O)、CH3CH2CH2OC(=O)、(CH3)2CHOC(=O)以及不同的丁氧基-或苯氧基羰基异构体。“烷基氨基羰基”的实例包括CH3NHC(=O)、CH3CH2NHC(=O)、CH3CH2CH2NHC(=O)、(CH3)2CHNHC(=O)和不同的丁基氨基-或苯基氨基羰基异构体。“二烷基氨基羰基”的实例包括(CH3)2NC(=O)、(CH3CH2)2NC(=O)、CH3CH2(CH3)NC(=O)、CH3CH2CH2(CH3)NC(=O)和(CH3)2CHN(CH3)C(=O)。
取代基中的碳原子总数通过“Ci-Cj”前缀来表示,其中i和j是1-6的数字。例如,C1-C3烷基磺酰基表示甲磺酰基至丙磺酰基;C2烷氧基烷基表示CH3OCH2;C3烷氧基烷基例如表示CH3CH(OCH3)、CH3OCH2CH2或CH3CH2OCH2;和C4烷氧基烷基表示总共含有4个碳原子的烷氧基取代的烷基的不同异构体,实例包括CH3CH2CH2OCH2和CH3CH2OCH2CH2。
在上述说明中,当式I的化合物含有一个或多个杂环时,所有取代基都通过取代任何可得到的碳或氮上的氢,经所述碳或氮连接于这些环上。
当一个化合物用带有一下标的取代基取代时,所述下标是指所述取代基的数量可以超过1,所述取代基(当它们超过1时)独立地选自所定义的取代基。而且,当所述下标代表一范围时,例如(R)i-j,那么取代基的数量可以选自i和j之间所包括的整数。
术语“用1-3个取代基任选取代”等是指在基团上有1-3个可取代的位置。当一基团含有一可以是氢的取代基,例如R1或R5时,那么当该取代基为氢时,应认为这相当于所述基团未取代。
本发明的化合物可以存在一种或多种立体异构体。各种立体异构体包括对映体、非对映异构体、阻转异构体和几何异构体。本领域技术人员懂得,当一种立体异构体相对于其它异构体含量更多或当从其它异构体分离出来的时候,这个立体异构体可以显示更高的活性和/或呈现有益的作用。另外,本领域技术人员也知道如何去分离、富集和/或选择性地制备所述的立体异构体。因此,本发明包括选自以下的化合物:式I、其N-氧化物及其农业上适宜的盐。本发明的这些化合物可以立体异构体的混合物、单个立体异构体、或以一种光学活性形式存在。
本领域技术人员懂得,不是所有含氮杂环都可以形成N-氧化物,因此为了氧化成氧化物,氮需要有一对可以利用的孤对电子;本领域技术人员知道,哪些含氮杂环可以形成N-氧化物。本领域技术人员也知道,叔胺可以形成N-氧化物。制备杂环和叔胺的N-氧化物的合成方法是本领域技术人员熟知的,包括用过氧酸如过氧乙酸和间氯过苯甲酸(MCPBA)、过氧化氢、烷基氢过氧化物如叔丁基氢过氧化物、过硼酸钠和双环氧乙烷类如二己基双环氧乙烷,来氧化杂环和叔胺。这些制备N-氧化物的方法已在文献中广泛描述或综述,参见文献举例如下:T.L.Gilchrist的“Comprehensive Organic Synthesis”,第7卷,第748-750页,S.V.Ley编辑,Pergamon出版社;M.Tisler和B.Stanovnik的“Comprehensive Heterocyclic Chemistry”,第3卷,第18-20页,A.J.Boulton和A.McKillop编辑,Pergamon出版社;M.R.Grimmett和B.R.T.Keene的“Advances in Heterocyclic Chemistry”,第43卷,第149-161页,A.R.Katritzky编辑,Academic出版社;M.Tisler和B.Stanovnik的“Advances in Heterocyclic Chemistry”,第9卷,第285-291页,A.R.Katritzky和A.J.Boulton编辑,Academic出版社;和G.W.H.Cheeseman和E.S.G.Werstiuk的“Advances inHeterocyclic Chemistry”,第22卷,第390-392页,A.R.Katritzky和A.J.Boulton编辑,Academic出版社。
本发明化合物的盐包括与无机或有机酸加成的盐,所述酸例如有氢溴酸、盐酸、硝酸、磷酸、硫酸、醋酸、丁酸、富马酸、乳酸、马来酸、丙二酸、草酸、丙酸、水杨酸、酒石酸、4-甲苯磺酸和戊酸。当本发明化合物含有酸基如羧酸或苯酚时,其盐还包括与有机碱(例如,吡啶、氨水或三乙胺)或无机碱(例如,钠、钾、锂、钙、镁或钡的氢化物、氢氧化物或碳酸盐)形成的盐。
如上所述,J是苯环、萘环系、5-或6-元杂芳环或芳族的8-、9-或10-元稠合的杂双环系,其中每个环或环系用1-4个R5任选取代。与这些J基团有关的术语“任选取代”是指未取代者具有至少一个非氢取代基的基团,所述取代基不使未取代的类似物所具有的生物活性消失。任选取代有1-4个R5的苯基的实例是列举1中如U-1所示的环,其中Rv是R5,r是1-4的整数。任选取代有1-4个R5的萘基的实例如列举1中的U-85所述,其中Rv是R5,r是1-4的整数。任选取代有1-4个R5的5-或6-元杂芳环的实例包括列举1中所述的U-2至U-53,其中Rv是R5,r是1-4的整数。注意下面的J-1至J-13也代表5-或6-元杂芳环。注意U-2至U-20是J-1的实例,U-21至U-35和U-40是J-2的实例,U-36至U-39是J-3的实例,U-41至U-48是J-4的实例,U-49至U-53是J-5的实例。注意J-6是U-11的亚类,J-7或J-10是U-26的亚类,J-8是U-42的亚类,J-9是U-45的亚类,J-11是U-4的亚类,J-12或J-13是U-24的亚类。还应注意在J-6至J-13中,R7和R9是R5的亚类。任选取代有1-4个R5的芳族的8-、9-或10-元稠合的杂双环系的实例包括列举1中所述的U-54至U-84,其中Rv是R5,r是1-4的整数。
尽管Rv基团以结构U-1至U-85显示,但是应注意的是它们不一定存在,因此它们是任选的取代基。注意当Rv是与一原子相连的H时,它与所述原子未取代相同。需要取代以填充其化合价的氮原子被H或Rv所取代。注意一些U基团只能用低于4个的Rv基团取代(例如U-14、U-15、U-18至U-21和U-32至U-34只能用一个Rv取代)。注意当所示出的(Rv)r和U基团之间的连接点不固定时,(Rv)r可以与U基团的任何可以利用的碳原子相连。注意当所示出的(Rv)r和U基团之间的连接点不固定时,U基团可以与式I的剩余部分经U基团的任何可以利用的碳原子通过取代氢原子相连。
列举1
如上所述,K与两个邻近的相连碳原子一起,是被1-3个R4任选取代的5-或6-元杂芳环。所述被1-3个R4任选取代的K环的实例包括列举2中如K-1至K-37所示的环系,其中n是1-3的整数,R4的定义如上。与这些K基团有关的术语“任选取代”是指未取代或者具有至少一个非氢取代基的K基团,所述取代基不使未取代的类似物所具有的生物活性消失。如环中的碳原子一样,环中的氮原子取代有氢或R4以满足其化合价。尽管(R4)n基团以结构K-1至K-37显示,但是应注意R4不一定存在,因为它是一任选取代基。注意一些K基团只能取代有3个以下的R4基团(例如K-7至K-10、K-15、K-16、K-20、K-21、K-23、K-24、K-26和K-27只能取代有一个R4)。在所列举的K基团中,右上键通过可以利用的连接碳原子与式I的NR1(=A)J部分的氮原子相连,右下键通过可以利用的碳原子与式I的C(=B)NR2R3部分的碳原子相连。波浪线代表K环与式I的剩余部分相连,如下所述。
列举2
优选的K环包括任选取代的噻吩、异_唑、异噻唑、吡唑、吡啶和嘧啶环。更优选的K环包括K-1、K-14、K-15、K-18、K-23、K-28、K-29、K-30、K-31和K-33。最优选K-28、K-31和K-33。
如上所述,R3可以是(尤其是)C1-C6烷基、C2-C6链烯基、C2-C6链炔基、C3-C6环烷基,每个用一个或多个选自以下的取代基任选取代:苯环、或者5-或6-元杂芳环,每个环用1-3个独立地选自R6的取代基任选取代。加入到所述R3基团的这些环的实例包括列举1中所述的U-1至U-53和U-86所述的环,只是这些环任选取代有1-3个独立地选自R6而不是(Rv)r的取代基,并且与选自上面所列的R3基团相连。
如上所述,R3可以是(尤其是)G、或C1-C6烷基、C2-C6链烯基、C2-C6链炔基、C3-C6环烷基,每个任选取代有G;其中G是5-或6-元非芳族碳环或杂环,任选包括一个或两个选自C(=O)、SO或S(O)2的环成员,并且任选取代有1-4个选自R12的取代基。与这些G基团有关的术语“任选取代”是指未取代或者具有至少一个非氢取代基的基团,所述取代基不使未取代的类似物所具有的生物活性消失。注意当所示G基团上的连接点不固定时,G基团可以与式I的剩余部分通过G基团的任何可以利用的碳经氢原子取代相连。这些任选的取代基可以与任何可以利用的碳经氢原子取代相连。作为G的5-或6-元非芳族碳环的实例包括如列举3中的G-1至G-8所示的环。作为G的5-或6-元非芳族杂环包括中列举3中的G-9至G-48所示的环。注意当G包括选自G-31至G-34、G-37和G-38的环时,Q1选自O、S或N。注意当G是G-11、G13、G-14、G16、G-23、G-24、G-30至G-34、G-37和G-38并且Q1是N时,氮原子可以通过用H或C1-C2烷基取代来满足它的化合价。
列举3
如上所述,每个R4可以独立地(尤其)是苯基、苄基、苯氧基或5-或6-元杂芳环,每个环用1-3个独立地选自R6的取代基任选取代。这些R4基团的实例包括如列举1中U-1至U-53、U-86和U-87所示的环或环系,只不过这些环用1-3个独立地选自R6而不是(Rv)r的取代基任选取代。
如上所述,每个R5可以独立地(尤其)是苯基、苄基、苯甲酰基、苯氧基、5-或6-元杂芳环或芳族的8-、9-或10元稠合的杂双环系,每个环用1-3个独立地选自R6的取代基任选取代。这些R5基团的实例包括如列举1中的U-1至U-88所示的环或环系,只不过这些环用1-3个独立地选自R6而不是(Rv)r的取代基任选取代。
为了更高的活性和/或容易合成,优选的化合物是:
优选1.上面的式I的化合物及其N-氧化物和适宜的盐,其中A和B都是O,并且J是用1-4个R5任选取代的苯环。
优选2.优选1的化合物,其中
每个R4独立地是C1-C4烷基、C1-C4卤烷基、卤素、CN、NO2或C1-C4烷氧基,并且一个R4基团与K环通过与NR1C(=A)J部分或C(=B)NR2R3部分相邻的原子处相连;和
每个R5独立地是H、卤素、C1-C4烷基、C1-C2烷氧基、C1-C4卤烷基、CN、NO2、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C1-C4卤烷硫基、C1-C4卤烷基亚磺酰基、C1-C4卤烷基磺酰基或C2-C4烷氧基羰基;或者
每个R5独立地是苯基或5-或6-元杂芳环,每个环用1-3个独立地选自R6的取代基任选取代;或者
(R5)2当与相邻碳原子相连时可以一起为-OCF2O-、-CF2CF2O-或-OCF2CF2O-。
优选3.优选2的化合物,其中
R1是H;
R2是H或CH3;
R3是C1-C4烷基,它被一个或多个独立地选自卤素、CN、OCH3或S(O)pCH3的取代基任选取代;
每个R4独立地是CH3、CF3、CN或卤素,并且一个R4基团与K环在与NR1C(=A)J部分相邻的原子处相连;
每个R5独立地是H、卤素、甲基、CF3、OCF3、OCHF2、S(O)pCF3、S(O)pCHF2、OCH2CF3、OCF2CHF2、S(O)pCH2CF3或S(O)pCF2CHF2;或苯基、吡唑、咪唑、***、吡啶或嘧啶环,每个环用1-3个独立地选自C1-C4烷基、C1-C4卤烷基、卤素或CN的取代基任选取代;和
p是0、1或2。
优选4.优选3的化合物,其中R3是C1-C4烷基。
优选5.式I的化合物,其中
A和B都是O;
J是5-或6-元杂芳环,它选自基团J-1、J-2、J-3、J-4和J-5,每个J用1-3个R5任选取代
Q是O、S或NR5;和
W、X、Y和Z独立地是N或CR5,条件是在J-4和J-5中W、X、Y或Z中至少一个是N。
优选6.优选5的化合物,其中
每个R4独立地是C1-C4烷基、C1-C4卤烷基、卤素、CN、NO2或C1-C4烷氧基,并且一个R4基团与K环在与NR1C(=A)J部分或C(=B)NR2R3部分相邻的原子处相连;和
每个R5独立地是H、C1-C4烷基、C1-C4卤烷基、卤素、CN、NO2、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C1-C4卤烷硫基、C1-C4卤烷基亚磺酰基、C1-C4卤烷基磺酰基或C2-C4烷氧基羰基;或苯基或5-或6-元杂芳环,每个环用R6任选取代。
优选7.优选6的化合物,其中
J用1-3个R5取代,所述R5选自基团J-6、J-7、J-8、J-9、J-10、J-11、J-12和J-13
R5是H、C1-C4烷基、C1-C4卤烷基,或
V是N、CH、CF、CCl、CBr或Cl;
每个R6和R7独立地是H、C1-C6烷基、C3-C6环烷基、C1-C6卤烷基、卤素、CN、C1-C4烷氧基、C1-C4卤烷氧基或C1-C4卤烷硫基;和
R9是H、C1-C6烷基、C1-C6卤烷基、C3-C6链烯基、C3-C6卤链烯基、C3-C6链炔基或C3-C6卤链炔基;条件是R7和R9不都是H。
优选8.优选7的化合物,其中V是N。
优选9.优选7的化合物,其中V是CH、CF、CCl或CBr。
优选10.优选8或优选9的化合物,其中
R1是H;R2是H或CH3;
R3是C1-C4烷基,它用一个或多个独立地选自卤素、CN、OCH3或S(O)pCH3的取代基任选取代;
每个R4独立地是CH3、CF3、CN或卤素,并且一个R4基团与K环在与NR1C(=A)J部分相邻的原子处相连;
R6是C1-C4烷基、C1-C4卤烷基、卤素或CN;
R7是H、CH3、CF3、OCH2CF3、OCHF2或卤素;和
p是0、1或2。
优选11.优选10的化合物,其中R3是C1-C4烷基;一个R4基团独立地是CH3、Cl、Br或I并与K环在与NR1C(=A)J部分相邻的原子处相连;并且第二个任选的R4是H、F、Cl、Br、I或CF3。
优选12.优选11的化合物,其中用1-3个R5取代的J是J-6;R6是Cl或Br;并且R7是卤素、OCH2CF3或CF3。
优选13.优选12的化合物,其中V是N;R3是甲基、乙基、异丙基、叔丁基或N(CH3)2;并且R7是Br、Cl、OCH2CF3或CF3。
优选14.优选11的化合物,其中用1-3个R5取代的J是J-7;R6是Cl或Br;并且R9是CF3、CHF2、CH2CF3或CF2CHF2。
优选15.优选11的化合物,其中用1-3个R5取代的J是J-8;R6是Cl或Br;并且R7是卤素、OCH2CF3或CF3。
优选16.优选11的化合物,其中用1-3个R5取代的J是J-9;R6是Cl或Br;并且R7是OCH2CF3或CF3。
优选17.优选11的化合物,其中用1-3个R5取代的J是J-10;R6是Cl或Br;并且R9是CF3、CHF2、CH2CF3或CF2CHF2。
优选18.优选11的化合物,其中用1-3个R5取代的J是J-11;R6是Cl或Br;并且R7是卤素、OCH2CF3或CF3。
优选19.优选11的化合物,其中用1-3个R5取代的J是J-12;R6是Cl或Br;R7是H、卤素或CF3,并且R9是H、CF3、CHF2、CH2CF3或CF2CHF2。
优选20.优选11的化合物,其中用1-3个R5取代的J是J-13;R6是Cl或Br;R7是H、卤素或CF3,并且R9是H、CF3、CHF2、CH2CF3或CF2CHF2。
最优选是选自以下的式I的化合物:
4-[[[1-(2-氯苯基)-3-(三氟甲基)-1 H-吡唑-5-基]羰基]氨基]-5-甲基-N-1-甲基乙基)-3-吡啶甲酰胺、
4-甲基-N-(1-甲基乙基)-3-[[2-甲基-4-(三氟甲基)苯甲酰基]氨基]-2-硫基噻吩甲酰胺、
1-甲基-N-(1-甲基乙基)-5-[[4-(三氟甲基)苯甲酰基]氨基]-1H-吡唑-4-甲酰胺;
4-[[[3-溴-1-(3-氯-2-吡啶基)-1H-吡唑-5-基]羰基]氨基]-5-氯-N-甲基-3-吡啶甲酰胺;
3-[[[3-溴-1-(3-氯-2-吡啶基)-1H-吡唑-5-基]羰基]氨基]-2,6-二氯-N-甲基-4-吡啶甲酰胺;
2,6-二氯-3-[[[1-(3-氯-2-吡啶基)-3-(三氟甲基)-1H-吡唑-5-基]羰基]氨基]-N-(1-甲基乙基)-4-吡啶甲酰胺;
3-[[[3-溴-1-(3-氯-2-吡啶基)-1H-吡唑-5-基]羰基]氨基]-6-氯-N,4-二甲基-2-吡啶甲酰胺;
3-[[[3-溴-1-(3-氯-2-吡啶基)-1H-吡唑-5-基]羰基]氨基]-4,6-二氯-N-甲基-2-吡啶甲酰胺;
5-[[[3-氯-1-(3-氯-2-吡啶基)-1H-吡唑-5-基]羰基]氨基]-N,6-二甲基-4-嘧啶甲酰胺;和
5-[[[3-溴-1-(3-氯-2-吡啶基)-1H-吡唑-5-基]羰基]氨基]-N,N,2,6-四甲基-4-吡啶甲酰胺。
本发明还涉及一种防治无脊椎害虫的组合物,包括生物有效量的式I的化合物、它的N-氧化物或其适宜的盐和至少一种选自表面活性剂、固体稀释剂和液体稀释剂的其它组分。本发明还涉及一种组合物,包括生物有效量的式I的化合物、它的N-氧化物或其适宜的盐和生物有效量的至少一种其它生物活性化合物或试剂。本发明的优选组合物是包括上面优选化合物的的那些组合物。
本发明还涉及一种防治无脊椎害虫的方法,包括用生物有效量的式I的化合物、它的N-氧化物或其适宜的盐(例如以本文所述的组合物),接触无脊椎害虫或其环境。本发明还涉及这样一种方法,其中将无脊椎害虫或其环境与生物有效量的式I的化合物或含有式I的化合物、它的N-氧化物或其适宜的盐的组合物和生物有效量的至少一种防治无脊椎害虫的其它化合物或试剂接触。该优选的使用方法是涉及上面优选的化合物的方法。
需要注意的是式1的化合物(式I的亚类)和它的N-氧化物或适宜的盐
其中
A和B独立地是O或S;
每个J独立地是苯环、萘环系、5-或6-元杂芳环或芳族的8-、9-或10-元稠合的杂双环系,其中每个环或环系用1-4个R5任选取代;
K与两个邻近的相连碳原子一起,是用1-3个R4任选取代的5-或6-元杂芳环;
n是1-3;
R1是H;或C1-C6烷基、C2-C6链烯基、C2-C6链炔基或C3-C6环烷基,每个用一个或多个选自以下的取代基任选取代:卤素、CN、NO2、羟基、C1-C4烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C2-C4烷氧基羰基、C1-C4烷基氨基、C2-C8二烷基氨基和C3-C6环烷基氨基;或
R1是C2-C6烷基羰基、C2-C6烷氧基羰基、C2-C6烷基氨基羰基、C3-C8二烷基氨基羰基或C(=A)J;
R2是H、C1-C6烷基、C2-C6链烯基、C2-C6链炔基、C3-C6环烷基、C1-C4烷氧基、C1-C4烷基氨基、C2-C8二烷基氨基、C3-C6环烷基氨基、C2-C6烷氧基羰基或C2-C6烷基羰基;
R3是H;G;C1-C6烷基、C2-C6链烯基、C2-C6链炔基、C3-C6环烷基,每个用一个或多个选自以下的取代基任选取代:卤素、G、CN、NO2、羟基、C1-C4烷氧基、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C2-C6烷氧基羰基、C2-C6烷基羰基、C3-C6三烷基甲硅烷基、或苯基、苯氧基或5-或6-元杂芳环,每个环用1-3个独立地选自以下的取代基任选取代:C1-C4烷基、C2-C4链烯基、C2-C4链炔基、C3-C6环烷基、C1-C4卤烷基、C2-C4卤链烯基、C2-C4卤链炔基、C3-C6卤环烷基、卤素、CN、NO2、C1-C4烷氧基、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C1-C4烷基氨基、C2-C8二烷基氨基、C3-C6环烷基氨基、C3-C6(烷基)环烷基氨基、C2-C4烷基羰基、C2-C6烷氧基羰基、C2-C6烷基氨基羰基、C3-C8二烷基氨基羰基或C3-C6三烷基甲硅烷基;C1-C4烷氧基;C1-C4烷基氨基;C2-C8二烷基氨基;C3-C6环烷基氨基;C2-C6烷氧基羰基或C2-C6烷基羰基;或者
R2和R3可以与它们相连的氮一起形成含有2-6个碳原子和另一个任选的氮、硫或氧原子的环,所述环可以用1-4个选自以下的取代基任选取代:C1-C2烷基、卤素、CN、NO2和C1-C2烷氧基;
G是5-或6-元非芳族碳环或杂环,它任选包括1个或2个选自以下的环成员:C(=O)、SO或S(O)2,并用1-4个选自以下的取代基任选取代:C1-C2烷基、卤素、CN、NO2和C1-C2烷氧基;
每个R4独立地是H、C1-C6烷基、C2-C6链烯基、C2-C6链炔基、C3-C6环烷基、C1-C6卤烷基、C2-C6卤链烯基、C2-C6卤链炔基、C3-C6卤环烷基、卤素、CN、NO2、羟基、C1-C4烷氧基、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C1-C4卤烷硫基、C1-C4卤烷基亚磺酰基、C1-C4卤烷基磺酰基、C1-C4烷基氨基、C2-C8二烷基氨基、C3-C6环烷基氨基、或C3-C6三烷基甲硅烷基;或者
每个R4独立地是苯基、苄基或苯氧基,每个用以下取代基任选取代:C1-C4烷基、C2-C4链烯基、C2-C4链炔基、C3-C6环烷基、C1-C4卤烷基、C2-C4卤链烯基、C2-C4卤链炔基、C3-C6卤环烷基、卤素、CN、NO2、C1-C4烷氧基、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C1-C4烷基氨基、C2-C8二烷基氨基、C3-C6环烷基氨基、C3-C6(烷基)环烷基氨基、C2-C4烷基羰基、C2-C6烷氧基羰基、C2-C6烷基氨基羰基、C3-C8二烷基氨基羰基或C3-C6三烷基甲硅烷基;
每个R5独立地是H、C1-C6烷基、C2-C6链烯基、C2-C6链炔基、C3-C6环烷基、C1-C6卤烷基、C2-C6卤链烯基、C2-C6卤链炔基、C3-C6卤环烷基、卤素、CN、CO2H、CONH2、NO2、羟基、C1-C4烷氧基、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C1-C4卤烷硫基、C1-C4卤烷基亚磺酰基、C1-C4卤烷基磺酰基、C1-C4烷基氨基、C2-C8二烷基氨基、C3-C6环烷基氨基、C2-C6烷基羰基、C2-C6烷氧基羰基、C2-C6烷基氨基羰基、C3-C8二烷基氨基羰基、C3-C6三烷基甲硅烷基;或者
每个R5独立地是苯基、苄基、苯甲酰基、苯氧基、5-或6-元杂芳环或芳族的8-、9-或10-元稠合的杂双环系,每个环用1-3个独立地选自以下的取代基任选取代:C1-C4烷基、C2-C4链烯基、C2-C4链炔基、C3-C6环烷基、C1-C4卤烷基、C2-C4卤链烯基、C2-C4卤链炔基、C3-C6卤环烷基、卤素、CN、NO2、C1-C4烷氧基、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C1-C4烷基氨基、C2-C8二烷基氨基、C3-C6环烷基氨基、C3-C6(烷基)环烷基氨基、C2-C4烷基羰基、C2-C6烷氧基羰基、C2-C6烷基氨基羰基、C3-C8二烷基氨基羰基或C3-C6三烷基甲硅烷基;或者
(R5)2当连接于邻近的碳原子时,可以一起为-OCF2O-、-CF2CF2O-或-OCF2CF2O-。
为了成本、容易合成和/或生物功效,还应注意对化合物作如下选择:
选择A.式1的化合物,其中K与两个连接原子一起是噻吩、吡唑、异_唑、吡啶或嘧啶,它们用1-3个R4任选取代。
选择B.选择A的化合物,其中J独立地是苯环或5-或6-元杂芳环,其中每个环用1-2个R5任选取代。
选择C.选择A的化合物,其中
J是苯环或选自J-1、J-2、J-3、J-4和J-5的5-或6-元杂芳环,每个环用1-3个R5任选取代
Q是O、S或NR5;和
W、X、Y和Z独立地是N或CR5,条件是在J-4和J-5中W、X、Y或Z中至少一个是N。
选择D.选择B或选择C的化合物,其中
A和B都是O;
n是1-2;
R1是H、C1-C4烷基、C2-C4链烯基、C2-C4链炔基、C3-C6环烷基、C2-C6烷基羰基或C2-C6烷氧基羰基;
R2是H、C1-C4烷基、C2-C4链烯基、C2-C4链炔基、C3-C6环烷基、C2-C6烷基羰基或C2-C6烷氧基羰基;
R3是C1-C6烷基、C2-C6链烯基、C2-C6链炔基或C3-C6环烷基,每个用一个或多个选自以下的取代基任选取代:卤素、CN、C1-C2烷氧基、C1-C2烷硫基、C1-C2烷基亚磺酰基和C1-C2烷基磺酰基;
一个R4基团连接于杂芳环的与两个连接原子相邻的2个位置之一上,并且所述R4是C1-C4烷基、C1-C4卤烷基、卤素、CN、NO2、C1-C4烷氧基、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C1-C4卤烷硫基、C1-C4卤烷基亚磺酰基或C1-C4卤烷基磺酰基;
每个R5独立地是H、C1-C4烷基、C1-C4卤烷基、卤素、CN、NO2、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C1-C4卤烷硫基、C1-C4卤烷基亚磺酰基、C1-C4卤烷基磺酰基或C2-C4烷氧基羰基;或苯基或5-或6-元杂芳环,每个环用以下取代基任选取代:C1-C4烷基、C2-C4链烯基、C2-C4链炔基、C3-C6环烷基、C1-C4卤烷基、C2-C4卤链烯基、C2-C4卤链炔基、C3-C6卤环烷基、卤素、CN、NO2、C1-C4烷氧基、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、C1-C4烷基氨基、C2-C8二烷基氨基、C3-C6环烷基氨基、C3-C6(烷基)环烷基氨基、C2-C4烷基羰基、C2-C6烷氧基羰基、C2-C6烷基氨基羰基、C3-C8二烷基氨基羰基或C3-C6三烷基甲硅烷基;或
(R5)2当连接于邻近的碳原子时,可以一起为-OCF2O-、-CF2CF2O-或-OCF2CF2O-。
选择E.选择D的化合物,其中
J选自以下基团:苯基、吡啶、嘧啶、吡唑、咪唑、***、噻吩、噻唑和_唑、呋喃、异噻唑和异_唑,每个用1-2个R5任选取代。
选择F.选择E的化合物,其中
J选自以下基团:苯基、吡啶、嘧啶、吡唑、噻吩和噻唑,每个用1-2个R5任选取代;
R1和R2都是H;
R3是C1-C4烷基,它用卤素、CN、OCH3、S(O)pCH3任选取代;
每个R4独立地是CH3、CF3、OCF3、OCHF2、S(O)pCF3、S(O)pCHF2、CN或卤素;
每个R5独立地是H、卤素、CH3、CF3、OCHF2、S(O)pCF3、S(O)pCHF2、OCH2CF3、OCF2CHF2、S(O)pCH2CF3、S(O)pCF2CHF2;或苯基、吡唑、咪唑、***、吡啶或嘧啶,每个环用以下取代基任选取代:C1-C4烷基、C1-C4卤烷基、C1-C4烷氧基、C1-C4卤烷氧基、C1-C4烷硫基、C1-C4烷基亚磺酰基、C1-C4烷基磺酰基、卤素或CN;和
p是0、1或2。
选择G.选择F的化合物,其中R3是C1-C4烷基。
选择H.选择G的化合物,其中J是用1-2个R5任选取代的苯基。
选择I.选择H的化合物,其中一个R5是苯基,它用C1-C4烷基、C1-C4卤烷基、卤素或CN任选取代。
选择J.选择H的化合物,其中一个R5是吡唑、咪唑、***、吡啶或嘧啶,每个环用C1-C4烷基、C1-C4卤烷基、卤素或CN任选取代。
选择K.选择I的化合物,其中J是用1-2个R5任选取代的吡啶。
选择L.选择K的化合物,其中一个R5是用C1-C4烷基、C1-C4卤烷基、卤素或CN任选取代的苯基。
选择M.选择K的化合物,其中一个R5是吡唑、咪唑、***、吡啶或嘧啶,每个环用C1-C4烷基、C1-C4卤烷基、卤素或CN任选取代。
选择N.选择I的化合物,其中J是用1-2个R5任选取代的嘧啶。
选择O.选择N的化合物,其中一个R5是用C1-C4烷基、C1-C4卤烷基、卤素或CN任选取代的苯基。
选择P.选择N的化合物,其中一个R5是吡唑、咪唑、***、吡啶或嘧啶,每个环用C1-C4烷基、C1-C4卤烷基、卤素或CN任选取代。
选择Q.选择I的化合物,其中J是用1-2个R5任选取代的吡唑。
选择R.选择Q的化合物,其中一个R5是用C1-C4烷基、C1-C4卤烷基、卤素或CN任选取代的苯基。
选择S.选择Q的化合物,其中一个R5是吡唑、咪唑、***、吡啶或嘧啶,每个环用C1-C4烷基、C1-C4卤烷基、卤素或CN任选取代。
选择T.选择S的化合物,其中一个R5是用C1-C4烷基、C1-C4卤烷基、卤素或CN任选取代的吡啶。
最优选选自以下的式1的化合物:
4-[[[1-(2-氯苯基)-3-(三氟甲基)-1H-吡唑-5-基]羰基]氨基]-5-甲基-N-1-甲基乙基)-3-吡啶甲酰胺、
4-甲基-N-(1-甲基乙基)-3-[[2-甲基-4-(三氟甲基)苯甲酰基]氨基]-2-硫基噻吩甲酰胺,和
1-甲基-N-(1-甲基乙基)-5-[[4-(三氟甲基)苯甲酰基]氨基]-1H-吡唑-4-甲酰胺。
式I的化合物可以用反应式1-19中所述的1种或多种下述方法和改进方法制备。在下式I和2-41的化合物中,A、B、J、K、R1、R2、R3、R4、R5和n的定义与本发明概述中的定义相同,式Ia-c、2a-b和4a-g的化合物分别是式I、2和4的不同亚类。注意式I、2、5、6、6a、13、14、15、40和41的化合物,其中K选自以下基团:任选取代的噻吩、异_唑、异噻唑、吡唑、吡啶和嘧啶环。还应注意式I、2、5、6、6a、13、14、15、40和41的化合物,其中K是K-1、K-14、K-15、K-18、K-23、K-28、K-29、K-30、K-31和K-33。尤其应注意式I、2、5、6、6a、13、14、15、40和41的化合物,其中K是K-28、K-31和K-33。
式I的化合物可通过反应式1-19所概述的方法制备。一个典型的方法详述于反应式1,包括在酸清除剂存在下,一种式2的邻氨基甲酰胺与式3的酸酰氯偶联产生式Ia的化合物。典型的酸清除剂包括胺碱,例如三乙胺、二异丙基乙胺和吡啶;其它清除剂包括氢氧化物如氢氧化钠和氢氧化钾以及碳酸盐如碳酸钠和碳酸钾。在某些情况下,也采用聚合物载酸清除剂,如聚合物束缚的二异丙基乙胺和聚合物束缚的二甲基氨基吡啶。在下一步中,采用各种标准的硫转移剂,包括五硫化二磷和Lawesson试剂,可把式Ia的酰胺转变成式Ib的硫代酰胺。
反应式1
制备式I的化合物的另一方法包括在脱水剂如双环己基碳二亚胺(DCC)存在下,将式2的酰胺与式4的酸偶联。这里可以采用聚合物加载剂,例如聚合物束缚的环己基碳二亚胺。反应式1和2的合成方法仅是用于制备式I化合物的方法的代表性实例,关于这类反应的合成文献是丰富的。
反应式2
本领域技术人员也会知道,可通过多种熟知的方法由式4的酸制成式3的酸酰氯。
另一制备式Ia的化合物的方法包括通过与反应式1中所述类似的方法将式5的邻氨基羧酸酯与式3的酸酰氯偶联,接着将该酯基转化成酰胺官能团。这种转化可以用式7的胺通过胺化实现。路易斯酸如反应式3中所示的三甲基铝可催化该反应。
反应式3
另外,通过用碱如氢氧化钠水溶液皂化,接着通过与反应式2中所述类似的方法用式7的胺脱水偶联,可以将酯6转化成反应式4中所示的酰胺(6a)。
反应式4
式4的苯甲酸(J是任选取代的苯基),正如它的制备方法一样,在本领域是熟知的。一个特别有用的本发明的苯甲酸的亚类是式4a的2-甲基-4-全氟烷基苯甲酸(R5(a)等于如CF3、C2F5、C3F7)。这些化合物的合成概述于反应式5-9中。式4a的苯甲酸可由式8的苯基腈通过水解制得。所用条件可以包括在溶剂如水、乙醇或乙二醇中采用一种碱,如碱金属氢氧化物或烷氧化物(如氢氧化钾或钠)(例如参见J.Chem.Soc.1948,1025)。另外水解也可在适当的溶剂如水中,用酸如硫酸或磷酸来进行(如Org.Synth.1955,Coll.vol.3,557)。反应条件的选择的取决于R5在所选反应条件下的稳定性,为了完成这个转化通常采用高温。
反应式5
式8的腈可以由式9的苯胺通过包括重氮化和用铜的氰化物盐处理中间体重氮盐的经典步骤制备(如参见J.Amer.Chem.Soc.1902,24,1035)。
反应式6
式9的苯胺可从式10的化合物制得。这个转化可以通过采用兰尼镍的熟知方法完成(Org.Synth.Coll.Vol.VI,581)。另外,通过在氢存在下采用适当的催化剂例如钯,也可以有效地进行相同的转化。该反应通常在104-107kPa压力下,在适当的有机溶剂如甲苯(但不限于此)中进行。为了完成转化通常需要将温度升高至80-110℃。作为本领域技术人员将知道,硫醚部分的许多化学改进是可能的,并且在需要促进这种转化时可以采用。
反应式7
式10的化合物可从式11的亚氨基硫化物(iminosulfurane)制得。该转化可在质子溶剂如甲醇或水中,在非质子溶剂如二氯甲烷或甲苯中在适当的碱如三乙胺存在下(如Org.Synth.Coll.Vol.VI,581)或甲氧基钠存在下,或在质子溶剂、非质子溶剂和碱共同存在下完成。反应进行的温度通常在40-110℃的范围内。本领域技术人员知道,也可采用式11的化合物的适当的盐,如,但不限于盐酸盐、硫酸盐或亚硫酸盐,条件是首先用适量的碱以产生游离碱11。这可以作为分开的步骤,或作为包括式11的化合物转化成式10的化合物步骤的整个部分。
反应式8
式11的化合物可由式12的苯胺通过与二甲基硫化物和适当的氯化试剂如N-氯丁二酰亚胺(如Org.Synth.Coll.Vol.VI,581)、氯或N-氯苯并***(但不限于此)反应制得。另外,式12的苯胺可用二甲亚砜处理,后者已通过用例如乙酸酐、三氟乙酸酐、三氟甲磺酸酐、环己基碳二亚胺、三氧化硫或五氧化二磷的试剂处理“活化”。该反应在适当的有机溶剂如二氯甲烷或二甲亚砜中进行。取决于所用的溶剂和反应剂,反应在-70℃至25℃之间进行。
反应式9
式2a和2b的中间体邻氨基甲酰胺也可由式13和14的衣托酸酐制得(反应式10)。典型的方法包括在极性非质子溶剂如吡啶和二甲基甲酰胺中,在从室温至100℃的范围内,使等摩尔量的胺7与衣托酸酐相结合。R1取代基如烷基和取代的烷基可用已知的烷基化试剂R1-Lg,通过碱性催化烷基化衣托酸酐13来引入(其中Lg是离去基团,如卤素、烷基或芳基磺酸酯或硫酸烷基酯)产生烷基取代的中间体14。式13的衣托酸酐可以通过在Coppola,Synthesis 1980,505和Fabis等的Tetrahedron,1998,10789中所述的方法制备。
反应式10
制备特定的式I的化合物(其中A是O,B是O,R1是H)的另一方法包括胺7与式15的杂环稠合_嗪酮的反应。典型的方法包括在溶剂如四氢呋喃或吡啶中,于室温至溶剂回流的温度范围内,使胺与_嗪酮相结合。_嗪酮在化学文献中有很多记载,可以经过包括将邻氨基甲酸与酸酰氯偶联的已知方法得到。关于杂环稠合的_嗪酮的合成与化学参见Jakobsen等人,Biorganic and Medicinal Chemistry,2000,8,2803-2812以及其中引证的文献。
反应式11
式4的杂环酸,其中J任选取代的杂环,可以通过反应式12-17概括的方法制得。在以下的概要中可以找到包括噻吩、呋喃、吡啶、嘧啶、***、咪唑、吡唑、噻唑、_唑、异噻唑、噻二唑、_二唑、三嗪、吡嗪、哒嗪和异_唑等多种杂环酸的一般与专门参考文献:Rodd′s Chemistry of Chemistry of Carbon Compounds,Vol.IVa-IVI.,S.Coffey编辑,Elsevier Scientific Publishing,New York,1973;Comprehensive Heterocyclic Chemistry,Vol.1-7,A.R.Katritzky和C.W.Rees编辑,Pergamon Press,NewYork,1984;ComprehensiveHeterocyclic Chemistty II,Vol.1-9,A.R.Katritzky,C.W.Rees和E.F.Scriven编辑,Pergamon Press,NewYork,1996;和the series,TheChemistry of Heterocyclic Compounds,E.C.Taylor编辑,Wiley,NewYork。本发明的特别有用的杂环酸包括吡啶酸、嘧啶酸和吡唑酸。在反应式12-17中详述了合成每个代表性实例的方法。在世界专利申请WO 98/57397中可找到各种杂环酸及其一般的合成方法。
代表性的吡啶酸(4b)的合成描述于反应式12。该方法包括已知的由β-酮酯和4-氨基丁酮(19)合成吡啶。取代基R5(a)和R5(b)包括如烷基和卤烷基。
反应式12
代表性的嘧啶酸(4c)的合成描述于反应式13。该方法包括已知的由亚乙烯基-β-酮酯(22)和脒来合成嘧啶。取代基R5(a)和R5(b)包括如烷基和卤烷基。
反应式13
代表性的吡唑酸(4d-4g)的合成描述于反应式14-17。吡唑4d描述于反应式14中。反应式14的合成包括经过吡啶的烷基化引入R5(b)取代基的关键一步。烷基化试剂R5(b)-Lg(其中Lg是一可离去基团,例如Cl、Br、I、磺酸根如对甲苯磺酸根或甲磺酸根或硫酸根如-SO2OR7(b))包括R7(b)基团,如C1-C6烷基、C2-C6链烯基、C2-C6链炔基、C3-C6环烷基、C1-C6卤烷基、C2-C6卤链烯基、C2-C6卤链炔基、C3-C6卤环烷基、C2-C6烷基羰基、C2-C6烷氧基羰基、C3-C8二烷基氨基羰基、C3-C6三烷基甲硅烷基;或苯基、苄基、苯甲酰基、5-或6-元杂芳环或芳族的8-、9-或10-元稠合的杂双环系,每个环或环系经过任选取代。甲基的氧化产生吡唑甲酸。更优选的一些R5(a)基团包括卤烷基。
反应式14
吡唑4e在反应式15描述过。这些吡唑酸可经过式28的吡唑的金属化和羧化作为一关键步骤来制备。R5(b)基团以与反应式14类似的方法引入,即经过用R5(b)烷基化试剂烷基化。代表性的R5(a)基团包括如氰基和卤烷基。
反应式15
吡唑4f在反应式16中描述过。它们可经过任选取代的苯肼29与丙酮酸酯30反应产生吡唑酯31来制备。这些酯水解产生吡唑酸4f。该方法对于制备R5(b)为任选取代的苯基并且R5(a)是卤烷基的化合物特别有用。
反应式16
式4g的吡唑酸在反应式17中描述过。它们可经过一个合适的取代腈亚胺(32)与取代丙炔酸酯(33)或丙烯酸酯(36)经3+2环加成来制备。与丙烯酸酯的环加成需要把中间体吡唑啉再氧化成吡唑。酯水解产生吡唑酸4g。本反应优选的亚胺卤化物包括三氟甲基亚胺氯化物(38)和亚氨基二溴化物(39)。化合物如38是已知的(J.Heterocycl.Chem.1985,22(2),565-8)。化合物如39可由已知方法得到(TetrahedronLetters 1999,40,2605)。这些方法对于制备R5(b)是任选取代的苯基和R5(a)是卤烷基或溴的化合物特别有用。
反应式17
其中R1是H的式5所代表的邻-氨基羧酸酯可以由式40的邻二羧酸的一酯,经相应酰基叠氮的重排和所得异氰酸酯的水解(或者用醇捕获异氰酸酯,并将所得氨基甲酸酯裂开)来制得,如反应式18所示。
反应式18
另外,式5的邻-氨基羧酸酯可以由式41的邻甲酰胺羧酸酯通过与试剂如氢氧化钠和溴的霍夫曼重排制得,如反应式19所示。
反应式19
式40和41的化合物在本领域为已知的或者可以容易地由本领域中已知的化合物制得。(例如,参见Tetrahedron,1997,53,14497;J.Chem.Soc.,Perkin Trans.1,1996,10,1035;WO92/08724和EP418667)。
已经认识到,上面所述的一些用于制备式I的化合物反应试剂和反应条件与在中间体内存在的某些官能团可能不相容,在这些情况下,在合成中采取保护/去保护步骤或官能团互变将有助于得到所需的化合物。保护基的使用与选择对于在化学合成方面的技术人员是清楚的(参见,例如,Greene,T.W.;Wuts,P.G.M.Protective Groups inOrganic Synthesis,2nd ed.;Wiley:New York,1991)。本领域技术人员将认识到,在某些情况下,一个给定试剂引入之后,正如在任意单独的反应式中所描述的,还必须去完成没有详细介绍的其它路线的合成步骤,以完成式I化合物的合成。本领域的技术人员也知道,为了制备式I的化合物,可能有必要按照不同于所给的特定顺序的顺序来完成上面反应式中所述的各步骤的结合。
本领域的技术人员也将认识到,在此描述的式I化合物和中间体,可以经过各种亲电、亲核、自由基、有机金属化、氧化和还原反应去加入取代基或对现有的取代基进行改性。
无需进一步详细说明,可以相信,利用前面的描述,本领域的技术人员就能最大程度地利用本发明。因此,以下实施例仅是解释说明,而不在任何方面限制本发明的公开,除了色谱的溶剂混合物或另有说明之外,百分比是指重量百分数。份和色谱溶剂混合物的百分比是体积比,除非另有说明。1H NMR谱以ppm为单位,以四甲基硅烷为基准;s是单峰,d是双峰,t是三峰,q是四峰,m是多峰,dd是双二重峰,dt是双三重峰,brs是宽单峰。
实施例1
5-甲基-N-(1-甲基乙基)-4-[[4-三氟甲氧基)苯甲酰基]氨基]-3-吡啶甲酰
胺的制备
步骤A:4-叠氮基-5-甲基-3-吡啶甲酸乙酯的制备
将14.1g(78mmol)的1,4-二氢-5-甲基-4-氧代-3-吡啶甲酸乙酯(按照Horvath,G.;Dvortsak,P.J.Heterocycl.Chem.1980,359制备)在30mL的磷酰氯中的浆液回流1小时。冷却之后,用旋转蒸发器除去挥发物。残余物倒入冷饱和碳酸氢钠水溶液中。加入二氯甲烷并将该混合物通过硅藻土过滤。将这些层分离。将有机层干燥(硫酸钠)并用旋转蒸发器将溶剂除去。残余物溶于150mL的二甲基甲酰胺中。加入15.2g(234mmol)叠氮化钠。将该混合物于95℃下加热1小时。冷却之后,用旋转蒸发器将溶剂除去。残余物在乙酸乙酯和水之间分开。将有机层干燥(硫酸钠)并用旋转蒸发器将溶剂除去。使用含有25%乙酸乙酯的己烷作为洗脱剂,将残余物通过硅胶塞获得11.9g标题化合物的奶油色固体。
1H NMR(CDCl3)δ1.41(t,3H),2.12(s,3H),4.36(q,2H),8.12(s,1H),8.83(s,1H)。
步骤B:4-氨基-5-甲基-3-吡啶甲酸乙酯的制备
将0.50g步骤A中制得的物料溶于15mL乙醇中。加入0.15g的10%Pd/C。将该反应混合物于一氢气环境下放置2小时。过滤除去催化剂。用旋转蒸发器将溶剂除去,得到0.43g标题化合物的白色固体。
1H NMR(CDCl3)δ1.42(t,3H),2.30(s,3H),4.45(q,2H),8.47(s,1H),8.87(s,1H)。
步骤C:5-甲基-4-[[4-三氟甲氧基]苯甲酰基]氨基]-3-吡啶甲酸乙酯的
制备
将1.0g(5.6mmol)步骤C中制得的物料溶于30mL的二氯甲烷中。加入0.77mL(5.6mmol)的三乙胺、催化量的4-二甲基氨基吡啶和0.88mL(5.6mmol)的4-(三氟甲氧基)苯甲酰氯。将该混合物搅拌过夜。反应混合物用水洗涤。将有机层干燥(硫酸钠)并用旋转蒸发器将溶剂除去。残余物通过中压液体色谱(MPLC),以含15-100%乙酸乙酯的己烷作为梯度洗脱剂提纯。首先洗脱双丙烯酸化产物,然后得到0.42g标题化合物的白色固体。另外回收原料(0.52g)。
1H NMR(CDCl3)δ1.41(t,3H),2.32(s,3H),4.39(q,2H),7.37(d,2H),8.08(d,2H),8.63(brs,1H),9.04(brs,1H),10.78(brs,1H)。
步骤D:5-甲基-N-(1-甲基乙基)-4-[[4-三氟甲氧基)苯甲酰基]氨基]-3-吡
啶甲酰胺的制备
向0.049mL(0.57mmol)异丙胺的20mL二氯乙烷的溶液中于0℃下滴加0.64mL(1.3mmol)2M三甲基铝的甲苯溶液。滴加0.21g(0.57mmol)步骤C中制备的物料的5mL二氯乙烷溶液。4天后另外加入0.049mL异丙胺和0.64mL三甲基铝。反应回流6小时。冷却之后加入20mL的1N HCl。将这些层分离。用饱和碳酸氢钠溶液使水层为碱性。加入二氯甲烷并将该混合物通过硅藻土过滤。将该二氯甲烷分离,与来自上面的二氯乙烷混合并干燥(硫酸钠)。用旋转蒸发器将溶剂除去。残余物通过MPLC(以含25-50%乙酸乙酯的己烷作为梯度洗脱剂)提纯得到0.047g标题化合物(本发明的化合物),一白色固体;熔点:202-204℃。
1H NMR(CDCl3)δ1.27(d,6H),2.33(s,3H),4.23(m,1H),6.46(br,1H),7.35(d,2H),8.07(d,2H),8.56(brs,1H),8.69(brs,1H),11.15(brs,1H)。
实施例2
1-甲基-N-(1-甲基乙基)-5-[[4-三氟甲氧基)苯甲酰基]氨基]-1H-吡唑-4-
甲酰胺的制备
步骤A:5-氨基-1-甲基-N-(1-甲基乙基)-1H-吡唑-4-甲酰胺的制备
将1.0g(8.0mmol)的2-氰基-N-(1-甲基乙基)乙酰胺(按照Cheikh等J.Org.Chem.,1991,56,970的方法制备)与3.1mL三乙基邻甲酸酯、5mL乙酸酐和0.01g无水氯化锌混合。将该混合物回流1小时。将蒸馏头放置在该烧瓶上并在120℃下将该反应加热8小时。静置2天之后将该混合物于120℃下再次加热12小时。用旋转蒸发器将挥发物除去。加入乙醇并用旋转蒸发器再次除去挥发物。将该物料溶于15mL乙醇。加入0.34mL(6.4mmol)甲基肼。将反应混合物回流5小时,然后在室温下将其静置过夜。用旋转蒸发器将溶剂除去。残余物通过MPLC(乙酸乙酯作为洗脱剂)提纯得到0.14g标题化合物固体。
1H NMR(CDCl3)δ1.23(d,6H),3.61(s,3H),4.21(m,1H),5.17(br,2H),5.34(br,1H),7.38(s,1H)。
步骤B:1-甲基-N-(1-甲基乙基)-5-[[4-三氟甲氧基)苯甲酰基]氨基]-1H-
吡唑-4-甲酰胺的制备
将0.14g(0.77mmol)来自步骤A的物料溶于20mL四氢呋喃和0.12mL(0.85mmol)三乙胺并加入0.12mL(0.77mmol)4-(三氟甲氧基)苯甲酰氯。3天后加入0.12mL(0.85mmol)三乙胺和0.12mL(0.77mmol)4-(三氟甲氧基)苯甲酰氯。将该反应混合物回流2天。冷却之后将反应混合物在乙酸乙酯和水之间分开。将有机层干燥(硫酸钠)并用旋转蒸发器将溶剂除去。残余物通过MPLC(以含有50%乙酸乙酯的己烷作为洗脱剂)提纯得到0.18g标题化合物(本发明的一种化合物),白色固体;熔点:68-75℃。
1HNMR(CDCl3)δ1.22(d,6H),3.91(s,3H),4.14(m,1H),5.92(brd,1H),7.32(d,2H),7.62(s,1H),8.08(d,2H),10.78(brs,1H)。
实施例3
4-甲基-N-(1-甲基乙基)-3-[[4-三氟甲基)苯甲酰基]氨基]-2-噻吩甲酰胺
的制备
步骤A:7-甲基-2H-噻吩并[3,2-d][1,3]_嗪-2,4(1H)-二酮
0℃下将溶有光气的甲苯(4.4g,20%,8.88mmol)加入到3-氨基4-甲基-噻吩-2-甲酸的钠盐(1g,5.58mmol)的水(17mL)溶液中。将该混合物加热到室温并搅拌1小时。将混合物过滤。于真空下干燥之后获得固体产物0.49g(47%)。
IR(Nujol_)1785,1696,1580,1513,1236,988,918,848,826cm-1。
1H NMR(DMSO-d6)δ2.20(s,3H),7.88(s,1H)。
步骤B:7-甲基-2-[4-(三氟甲基)苯基)-4H-噻吩并[3,2-d][1,3]_嗪
-4-酮
将4-(二甲基氨基)吡啶(0.66g,5.41mmol)加入到溶有来自步骤A的产物的二_烷(10mL)中。将4-(三氟甲基)苯甲酰氯(1.13g,5.42mmol)加入到该混合物中,并将该混合物沸腾约3小时。将混合物冷却至室温并倒入盐酸(100mL,1N)。混合物用乙酸乙酯(3x50mL)萃取,并将萃取混合物干燥并蒸发。通过硅胶色谱(用乙酸乙酯/己烷洗脱)得到白色固体产物1.56g(91.7%)。
IR(Nujol_)2923,1763,1600,1572,1410,1312,1234,1170,1125,1068,1013,978,934,851,813cm-1。
1H NMR(CDCl3)δ2.47(s,3H),7.60(s,1H),7.77(d,2H),8.45(d,2H)。
步骤C:4-甲基-N-( 1-甲基乙基)-3-[[(4-三氟甲基)苯甲酰基]氨基]-2-噻
吩甲酰胺的制备
将步骤B的产物(0.2g,0.043mmol)和溶有异丙胺(0.2g,3.39mmol)的THF(5mL)的混合物搅拌6小时。在减压下除去溶剂得到一固体产物(本发明的化合物),0.21g(91%)。
IR(Nujol_)3294,1664,1625,1573,1524,1409,1327,1207,11671126,1068,1018,954,885,857cm-1。
1H NMR(CDCl3)δ1.22(d,6H),2.30(s,3H),4.22-4.11(m,1H),5.58(d,1H),7.03(s,1H),7.75(d,2H),8.13(d,2H),10.63(5,1H)。
实施例4
5-[[[3-氯-1-(3-氯-2-吡啶基)-1H-吡唑-5-基]羰基]氨基]-N,6-二甲基-4-
嘧啶甲酰胺的制备
步骤A:1-(1,1-二甲基乙基)4-乙基-2-乙酰基-3-氨基-2-丁烯二酸酯的
制备
向17.15g(108mmol)乙酰乙酸叔丁酯和溶有12.8mL(130mmol)氰基甲酸乙酯的25mL二氯甲烷的混合物中加入1.64g乙酰基丙酮酸锌水合物。搅拌过夜之后用旋转蒸发器除去挥发物。将残余物溶于乙酸乙酯并经硅藻土过滤。用旋转蒸发器将溶剂除去得到29.9g标题化合物白色固体,为E/Z异构体混合物。
1H NMR(CDCl3)δ1.33(t,3H),1.52(s,9H),2.35(s,3H)[minor isomer2.40(s,3H)]、4.33(m,2H)。
步骤B:5-(1,1-二甲基乙基)氢6-甲基-4,5-嘧啶二甲酸酯的制备
向溶有11.6g(45mmol)来自步骤A的物料的55mL乙醇中加入10.9g(135mmol)盐酸甲脒。将反应混合物于冰浴中冷却,并滴加17mL(135mmol)的1,1,3,3-四甲基胍。将混合物搅拌过夜之后,用旋转蒸发器将溶剂除去。残余物在乙酸乙酯和水之间分开。水层在冰浴中冷却,用浓HCl酸化并用乙酸乙酯萃取3次。将有机层干燥(硫酸钠),并用旋转蒸发器将溶剂除去得到9.12g标题化合物黄色固体。
1H NMR(CDCl3)δ1.65(s,9H),2.68(s,3H),9.19(s,1H)。
步骤C:5-(1,1-二甲基乙基)4-甲基6-甲基-4,5-嘧啶二甲酸酯的制备
向9.12g(38mmol)来自步骤B的物料的100mL N,N-二甲基甲酰胺(DMF)的溶液中加入3.1mL(50mmol)碘甲烷和3.7g(50mmol)碳酸锂。将反应混合物于60℃下加热3小时。冷却之后将反应混合物在二氯甲烷和水之间分开。将有机层干燥(硫酸钠),并用旋转蒸发器然后用真空泵将溶剂除去。残余物通过MPLC(以含有20-30%乙酸乙酯的己烷作为梯度洗脱剂)提纯得到7.58g标题化合物米白色固体。
1H NMR(CDCl3)δ1.63(s,9H),2.67(s,3H),4.01(s,3H),9.19(s,1H)。步骤D:5-[[(1,1-二甲基乙氧基)羰基]氨基]-6-甲基-4-嘧啶甲酸甲酯的 制备
将7.55g来自步骤C的物料溶于40mL二氯甲烷中。加入20mL三氟乙酸。2天后将反应混合物回流6小时。又一天之后用旋转蒸发器将挥发物除去。加入甲苯并用旋转蒸发器将溶剂除去。将该物料(9.2g)溶于100mL叔丁醇中。加入9.2mL(66mmol)三乙胺和14mL(66mmol)二苯基磷酰基化叠氮。将反应物回流3小时。冷却之后,用旋转蒸发器将溶剂除去。残余物在乙酸乙酯和水之间分开。将有机层干燥(硫酸钠)并用旋转蒸发器将溶剂除去。残余物通过MPLC(以含有40-100%乙酸乙酯的己烷作为梯度洗脱剂)提纯得到5.81g标题化合物黄色固体。
1H NMR(CDCl3)δ1.52(s,9H),2.60(s,3H),4.03(s,3H),8.07(br,1H),8.98(s,1H)。
步骤E:5-氨基-6-甲基-4-嘧啶甲酸甲酯的制备
将5.8g来自步骤D的物料溶于25mL三氟乙酸。搅拌90分钟之后用旋转蒸发器将溶剂除去。加入饱和碳酸氢钠水溶液。水层用二氯甲烷萃取5次。将有机层干燥(硫酸钠),并用旋转蒸发器将溶剂除去,得到3.78g标题化合物,其中带有少量杂质。
1H NMR(CDCl3)δ2.50(s,3H),4.00(s,3H),5.76(br,2H),8.56(s,1H)。
步骤F:5-氨基-6-甲基-4-嘧啶甲酸一钠盐的制备
将2.0g(12mmol)来自步骤E的物料溶于24mL甲醇。加入12mL的1N氢氧化钠溶液。1小时之后用旋转蒸发器将溶剂除去。残余物在真空炉中干燥过夜得到2.39g标题化合物黄褐色固体。
1H NMR(D2O)δ2.45(s,3H),8.37(s,1H)。
步骤G:3-氯-N,N-二甲基-1H-吡唑-1-磺酰胺的制备
在-78℃下,向溶有N-二甲基氨基磺酰基吡唑(188.0g,1.07mol)的干四氢呋喃(1500mL)中滴加2.5M正丁基锂(472mL,1.18mol)的己烷溶液,同时保持温度低于-65℃。加入结束之后将反应混合物在-78℃下保持另外45分钟,之后滴加六氯乙烷(279g,1.18mol)的四氢呋喃(120mL)溶液。将反应混合物在-78℃保持1小时,加热到-20℃,然后用水(1L)骤冷。反应混合物用二氯甲烷(4x500mL)萃取;有机萃取液经硫酸镁干燥并浓缩。粗产物进一步通过硅胶色谱(使用二氯甲烷作为洗脱剂)提纯得到标题化合物黄色油(160g)。
1H NMR(CDCl3)δ3.07(d,6H),6.33(s,1H),7.61(s,1H)。
步骤H:3-氯吡唑的制备
向三氟乙酸(290mL)中滴加来自步骤G的氯吡唑产物(160g),并将反应混合物于室温下搅拌1.5小时,然后减压浓缩。将残余物加入己烷中,不溶性固体过滤掉,并将己烷浓缩得到粗产物油。粗产物进一步通过硅胶色谱(使用醚/己烷(40∶60)作为洗脱剂)提纯得到标题产物黄色油(64.44g)。
1H NMR(CDCl3)δ6.39(s,1H),7.66(s,1H),9.6(brs,1H)。
步骤I:3-氯-2-(3-氯-1H-吡唑-1-基)吡啶的制备
向2,3-二氯吡啶(92.60g,0.629mol)和3-氯吡唑(64.44g,0.629mol)的N,N-二甲基甲酰胺(400mL)的混合物中加入碳酸钾(147.78g,1.06mol),然后将反应混合物加热到100℃持续36小时。将反应混合物冷却至室温并慢慢倒入冰水中。将沉淀的固体过滤并用水洗涤。将固体滤饼加入乙酸乙酯,经硫酸镁干燥并浓缩。粗固体通过硅胶色谱(使用20%乙酸乙酯/己烷作为洗脱剂)提纯得到标题产物白色固体(39.75g)。
1H NMR(CDCl3)δ6.43(s,1H),7.26(m,1H),7.90(d,1H),8.09(s,1H),8.41(d,1H)。
步骤J:3-氯-1-(3-氯-2-吡啶基)-1H-吡唑-5-甲酸的制备
在-78℃下,向溶有来自步骤I的吡唑产物(39.75g,186mmol)的干四氢呋喃(400mL)中滴加2.0M二异丙基酰胺锂(93mL,186mmol)的四氢呋喃溶液。向琥珀色溶液内鼓入二氧化碳气泡持续14分钟,之后溶液变成淡棕色至黄色。用1N氢氧化钠水溶液使反应物成碱性并用醚(2x500mL)萃取。含水萃取液用6N盐酸酸化,并用乙酸乙酯(3x500mL)萃取。乙酸乙酯萃取液经硫酸镁干燥,并浓缩得到标题产物米白色固体(42.96g)。(另一个经过类似步骤的产物于198-199℃下熔融。)
1H NMR(DMSO-d6)δ6.99(s,1H),7.45(m,1H),7.93(d,1H),8.51(d,1H)。
步骤K:2-[3-氯-1-(3-氯-2-吡啶基)-1H-吡唑-5-基]-8-甲基-4H-嘧啶并
[5,4-d][1,3]_嗪-4-酮的制备
在0℃下,向0.26mL(3.3mmol)甲磺酰氯的18mL乙腈溶液中加入0.77g(3.0mmol)来自步骤J的3-氯-1-(3-氯-2-吡啶基)-1H-吡唑-5-甲酸。滴加0.42mL(3.0mmol)三乙胺的9mL乙腈。0℃下20分钟之后,加入0.525g(3.0mmol)来自步骤F的物料。15分钟之后滴加0.42mL(3.0mmol)三乙胺。2小时之后加入0.26mL(3.3mmol)甲磺酰氯。搅拌过夜之后,将反应混合物倒入水中。过滤得到0.27g标题化合物。
1H NNIR(CDCl3)δ2.20(s,3H),7.23(s,1H),7.54(dd,1H),8.01(dd,1H),8.57(dd,1H),9.20(s,1H)。
步骤L:5-[[[3-氯-1-(3-氯-2-吡啶基)-1H-吡唑-5-基]羰基]氨基]-N,6-二
甲基-4-嘧啶甲酰胺的制备
将2mL的2M甲胺的四氢呋喃溶液加入到0.090g来自步骤K的物料中。搅拌过夜之后用旋转蒸发器将溶剂除去得到0.071g标题化合物(本发明的的化合物),黄褐色固体:熔点:205-207℃。
1H NMR(CDCl3)δ2.48(s,3H),3.04(d,3H),7.06(s,1H),7.41(dd,1H),7.89(dd,1H),8.30(br,1H),8.48(dd,1H),8.85(s,1H),11.57(br,1H)。
实施例5
2,6-二氯-3-[[[1-(3-氯-2-吡啶基)-3-(三氟甲基)-1H-吡唑-5-基]羰基]
基]-N-(1-甲基乙基)-4-吡啶甲酰胺的制备
步骤A:3-氨基-4-吡啶甲酸乙酯的制备
向1g(7.25mmol)3-氨基-4-吡啶甲酸的5mL乙醇溶液中加入2mL硫酸。将混合物于回流下加热2小时。将其冷却并用浓NH4OH溶液碱化至pH=8。所得溶液用乙酸乙酯萃取,并将有机层用盐水和水洗涤,干燥(MgSO4)并在真空下浓缩得到1.04g标题化合物白色固体(87%)。
1H NMR(CDCl3)δ8.19(s 1H),7.93(d 1H,J是5.1Hz),7.60(d,1H,J是5.1Hz),5.67(br s,2H),4.36(q,2H),1.40(t,3H)。
步骤B:3-氨基-2,6-二氯-4-吡啶甲酸乙酯的制备
室温下向1.04g(6.27mmol)3-氨基-4-吡啶甲酸乙酯的5mL DMF溶液中单份加入1.67g N-氯琥珀酰亚胺(12.5mmol)。然后在相同温度下将混合物搅拌24小时。所得混合物在真空下浓缩,并通过硅胶柱提纯得到1.40g标题化合物白色固体(95%)。
1H NMR(CDCl3)δ7.67(s 1H),6.18(br s、2H),4.39(q,2H),1.42(t,3H)。
步骤C:3-氨基-2,6-二氯-4-吡啶甲酸一钾盐的制备
室温下向溶有1.30g(5.54mmol)3-氨基-2,6-二氯-4吡啶甲酸乙酯的5mL水和20mL乙醇混合物中加入622mg(11.1mmol)氢氧化钾,将反应混合物于90℃下加热1小时。然后将该混合物于真空下浓缩,并用苯蒸发3次得到1.63g标题化合物白色固体。将该粗产物用于下面的反应,不再进一步提纯(98%)。
1H NMR(DMSOd-6)δ7.31(s,1H),7.14(br s,2H)。
步骤D:6,8-二氯-2H-吡啶并[3,4-d][1,3]_嗪-2,4(1H)-二酮的制备
0℃下向1.64g(5.54mmol)来自步骤C的物料的20mL二_烷溶液中加入2.2g(11.1mmol)双光气。将该混合物加热至室温并搅拌24小时。然后将该混合物于真空下浓缩,得到1.70g标题化合物白色固体(定量)。
1H NMR(DMSOd-6)δ7.99(s,1H)。
步骤E:3-氯-2-[3(三氟甲基)-1H-吡唑-1-基]吡啶的制备
向2,3-二氯吡啶(99.0g,0.67mol)和溶有3-三氟甲基吡唑(83g,0.61mol)的干N,N-二甲基甲酰胺(300mL)的混合物中加入碳酸钾(166.0g,1.2mol),然后在48小时内将反应物加热至110-125℃。将反应物冷却至100℃,并经Celite_硅藻土过滤器过滤以除去固体。大气压下蒸馏除去N,N-二甲基甲酰胺和过量的二氯吡啶。产物在减压下蒸馏(沸点139-141℃,7mm)得到所需中间体的澄清的黄色油(113.4g)。
1H NMR(CDCl3)δ6.78(s,1H),7.36(t,1H),7.93(d,1H),8.15(s,1H),8.45(d,1H)。
步骤F:1-(3-氯-2-吡啶基)-3-(三氟甲基)-1H-吡唑-5-甲酸的制备
向来自步骤E的吡唑产物(105.0g,425mmol)的干四氢呋喃(700mL)溶液中,于-75℃经套管加入一-30℃的二异丙基酰胺锂(425mmol)的干四氢呋喃(300mL)溶液。将该深红色溶液搅拌15分钟,之后在-63℃下通入二氧化碳气泡,直到溶液变成淡黄色并且放热停止。将反应物搅拌另外20分钟,然后用水(20mL)骤冷。在减压下将溶剂除去,并且反应混合物在醚和0.5N氢氧化钠水溶液之间分开。含水萃取液用醚(3x)洗涤,通过Celite_硅藻土过滤器过滤以除去残余固体,然后酸化至pH约为4,此时形成橙色油。将含水混合物剧烈搅拌并继续加酸将其pH降低至2.5-3。该橙色油凝结成颗粒固体,将其过滤,连续用水和1N盐酸洗涤,并在真空、50℃下干燥得到标题产物米白色固体(130g)。(另一经过类似步骤的产物在175-176℃下熔融。)
1H NMR(DMSO-d6)δ7.61(s,1H),7.76(dd,1H),8.31(d,1H),8.60(d,1H)。
步骤G:2,6-二氯-3-[[[1-(3-氯-2-吡啶基)-3-(三氟甲基)-1H-吡唑-5-基]
羰基]氨基]-N(1-甲基乙基)-4-吡啶甲酰胺的制备
室温下向268mg(0.92mmol)1-(3-氯-2-吡啶基)-3-(三氟甲基)-1H-吡唑-5-甲酸(来自步骤F)的5mL二氯甲烷溶液中依次加入160μL(1.84mmol)草酰氯和2滴DMF。然后将该混合物于相同温度下搅拌1小时。然后将粗混合物于真空下浓缩。所得混合物用5mL乙腈溶解,接着依次加入280mg(0.92mmol)步骤D中制得的化合物和298μL(3.68mmol)of吡啶。将反应混合物加热到70℃持续2小时并冷却至室温。将157L(1.84mmol)异丙胺的1mL乙腈溶液加入到该混合物中,将其加热至60℃持续1小时。使反应物冷却至室温并用水骤冷。水层用乙酸乙酯萃取,有机层用MgSO4干燥并真空浓缩。所得混合物用硅胶柱提纯得到250mg标题化合物(本发明的化合物),白色固体(52%)。熔点:240-242℃。
1H NMR(CDCl3)δ9.85(s,1H),8.53(dd,1H),7.90(dd,1H),7.56(s,1H),7.42(dd,1H),7.22(s,1H),6.08(br d,1H),4.13(m,1H),1.14(d,6H)。
通过本文所述的方法与本领域中已知的方法可制得以下表1-32的化合物。在表中采用的缩写如下:t是叔,s是仲,n是正,i是异,c是环,Me是甲基,Et是乙基,Pr是丙基,i-Pr是异丙基,t-Bu是叔丁基,Ph是苯基,OMe是甲氧基,OEt是乙氧基,SMe是甲硫基,SEt是乙硫基,CN是氰基,NO2是硝基,TMS是三甲基甲硅烷基,S(O)Me是甲基亚磺酰基,和S(O)2Me是甲基磺酰基。表15、16和17中K的结构可以在列举2中找到。
表1
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF3 | MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF3 | MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 2-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H | FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 3-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H | FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 4-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HMeMeMeMeMeMeMeMeMeMeBrBrBr | 2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H | OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HFFFFFFFFFFIII | 3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H | OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HClClClClClClClClClClOMeOMeOMe | 4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
BrBrBrBrBrBrBrCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | IIIIIIINO2NO2NO2NO2NO2NO2NO2NO2NO2NO2 | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OMeOMeOMeOMeOMeOMeOMeSMeSMeSMeSMeSMeSMeSMeSMeSMeSMe | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H |
表2
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeMeMeMeMeMe | 2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF3 | MeMeMeMeMeMeMeMe | 3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF3 | MeMeMeMeMeMeMeMe | 4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 2-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF3 | MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 3-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF3 | MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 4-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 2-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF3 | IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 3-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF3 | IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 4-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HMeMeMeMeMeMeMeMeMeMeBrBrBrBrBrBrBrBrBrBrCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | 2-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HFFFFFFFFFFIIIIIIIIIINO2NO2NO2NO2NO2NO2NO2NO2NO2NO2 | 3-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HClClClClClClClClClClOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeSMeSMeSMeSMeSMeSMeSMeSMeSMeSMe | 4-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H |
表3
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF3 | MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF3 | MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 2-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H | FFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 3-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H | FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 4-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HMeMeMeMeMeMeMeMeMeMeBrBrBr | 2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me4-OCF2H | OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HFrFFFFFFFFIII | 3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H | OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HClClClClClClClClClClOMeOMeOMe | 4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
BrBrBrBrBrBrBrCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | IIIIIIINO2NO2NO2NO2NO2NO2NO2NO2NO2NO2 | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OMeOMeOMeOMeOMeOMeOMeSMeSMeSMeSMeSMeSMeSMeSMeSMeSMe | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H |
表4
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeMeMeMeMeMe | 2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF3 | MeMeMeMeMeMeMeMe | 3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF3 | MeMeMeMeMeMeMeMe | 4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m | ||
MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 2-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF3 | MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 3-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF3 | MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 4-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
IIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 2-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF3 | IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 3-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF3 | IIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 4-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HMeMeMeMeMeMeMeMeMeMeBrBrBrBrBrBrBrBrBrBrCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | 2-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HFFFFFFFFFFIIIIIIIIIINO2NO2NO2NO2NO2NO2NO2NO2NO2NO2 | 3-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HClClClClClClClClClClOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeSMeSMeSMeSMeSMeSMeSMeSMeSMeSMe | 4-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H |
表5
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeMeMeMeMeMeMeMeMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | 2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | MeMeMeMeMeMeMeMeMeMeMeCF2HCF2HCF2HCF2HCF2HCF2HCF2HCF2HCF2HCF2H | 3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | MeMeMeMeMeMeMeMeMeMeMeCH2CF3CH2CF3CH2CF3CH2CF3CH2CF3CH2CF3CH2CF3CH2CF3CH2CF3CH2CF3 | 4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H |
表6
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeMeMeMeMeMeMeMeMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | 2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | MeMeMeMeMeMeMeMeMeMeMeCF2HCF2HCF2HCF2HCF2HCF2HCF2HCF2HCF2HCF2H | 3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | MeMeMeMeMeMeMeMeMeMeMeCH2CF3CH2CF3CH2CF3CH2CF3CH2CF3CH2CF3CH2CF3CH2CF3CH2CF3CH2CF3 | 4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H |
表7
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF3 | MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF3 | MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 2-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H | FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 3-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H | FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 4-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CFx4-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HMeMeMeMeMeMeMeMeMeMeBrBrBr | 2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H | OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HFrFFFFFFFFIII | 3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H | OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HClClClClClClClClClClOMeOMeOMe | 4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
BrBrBrBrBrBrBrCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | IIIIIIINO2NO2NO2NO2NO2NO2NO2NO2NO2NO2 | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OMeOMeOMeOMeOMeOMeOMeSMeSMeSMeSMeSMeSMeSMeSMeSMeSMe | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H |
表8
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeMeMeMeMeMe | 2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF3 | MeMeMeMeMeMeMeMe | 3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF3 | MeMeMeMeMeMeMeMe | 4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 2-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF3 | MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 3-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF3 | MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 4-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 2-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF3 | IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 3-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF3 | IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 4-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HMeMeMeMeMeMeMeMeMeMeBrBrBrBrBrBrBrBrBrBrCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | 2-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HFFFFFFFFFFIIIIIIIIIINO2NO2NO2NO2NO2NO2NO2NO2NO2NO2 | 3-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HClClClClClClClClClClOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeSMeSMeSMeSMeSMeSMeSMeSMeSMeSMe | 4-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H |
表9
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF3 | MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF3 | MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 2-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H | FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 3-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H | FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 4-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HMeMeMeMeMeMeMeMeMeMeBrBrBr | 2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H | OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HFFFFFFFFFFIII | 3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H | OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HClClClClClClClClClClOMeOMeOMe | 4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
BrBrBrBrBrBrBrCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | IIIIIIINO2NO2NO2NO2NO2NO2NO2NO2NO2NO2 | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OMeOMeOMeOMeOMeOMeOMeSMeSMeSMeSMeSMeSMeSMeSMeSMeSMe | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H |
表10
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeMeMeMeMeMe | 2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF3 | MeMeMeMeMeMeMeMe | 3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF3 | MeMeMeMeMeMeMeMe | 4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m | |
MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 2-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF3 | MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 3-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF3 | MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 4-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 2-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF3 | IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 3-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF3 | IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 4-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF24-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HMeMeMeMeMeMeMeMeMeMeBrBrBrBrBrBrBrBrBrBrCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | 2-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HFFFFFFFFFFIIIIIIIIIINO2NO2NO2NO2NO2NO2NO2NO2NO2NO2 | 3-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HClClClClClClClClClClOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeSMeSMeSMeSMeSMeSMeSMeSMeSMeSMe | 4-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H |
表11
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF3 | MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF3 | MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 2-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H | FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 3-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H | FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 4-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HMeMeMeMeMeMeMeMeMeMeBrBrBr | 2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H | OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HFFFFFFFFFFIII | 3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H | OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HClClClClClClClClClClOMeOMeOMe | 4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
BrBrBrBrBrBrBrCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | IIIIIIINO2NO2NO2NO2NO2NO2NO2NO2NO2NO2 | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OMeOMeOMeOMeOMeOMeOMeSMeSMeSMeSMeSMeSMeSMeSMeSMeSMe | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H |
表12
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeMeMeMeMeMe | 2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF3 | MeMeMeMeMeMeMeMe | 3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF3 | MeMeMeMeMeMeMeMe | 4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 2-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF3 | MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 3-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF3 | MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 4-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 2-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF3 | IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 3-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF3 | IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 4-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HMeMeMeMeMeMeMeMeMeMeBrBrBrBrBrBrBrBrBrBrCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | 2-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HFFFrFFFFFFIIIIIIIIIINO2NO2NO2NO2NO2NO2NO2NO2NO2NO2 | 3-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HClClClClClClClClClClOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeSMeSMeSMeSMeSMeSMeSMeSMeSMeSMe | 4-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H |
表13
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF3 | MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF3 | MeMeMeMeMeMeMeMeMeMeMeClClClClClClClClClClClFFFFF | 4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 2-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H | FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 3-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H | FFFFFFBrBrBrBrBrBrBrBrBrBrBrIIIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMe | 4-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HMeMeMeMeMeMeMeMeMeMeBrBrBr | 2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H | OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HFFFFFFFFFFIII | 3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H | OMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HOCF2HClClClClClClClClClClOMeOMeOMe | 4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-OCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
BrBrBrBrBrBrBrCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | IIIIIIINO2NO2NO2NO2NO2NO2NO2NO2NO2NO2 | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OMeOMeOMeOMeOMeOMeOMeSMeSMeSMeSMeSMeSMeSMeSMeSMeSMe | 2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H |
表14
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeMeMeMeMeMe | 2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF3 | MeMeMeMeMeMeMeMe | 3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF3 | MeMeMeMeMeMeMeMe | 4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 2-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF3 | MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 3-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF3 | MeMeMeClClClClClClClClClClClFFFFFFFFFFFBrBrBrBrBrBrBrBrBrBrBrI | 4-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 2-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF32-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-CF32-OCF32-OCF2H2-OCF2CF2H2-OCH2CF3 | IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 3-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF33-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H3-CF33-OCF33-OCF2H3-OCF2CF2H3-OCH2CF3 | IIIIIIIIIIOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF2HOCF2HOCF2HOCF2HOCF2H | 4-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF34-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H4-CF34-OCF34-OCF2H4-OCF2CF2H4-OCH2CF3 |
R4 | (R5)m | R4 | (R5)m | R4 | (R5)m |
OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HMeMeMeMeMeMeMeMeMeMeBrBrBrBrBrBrBrBrBrBrCF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | 2-SCF32-SOCF32-SO2CF32-SCF2H2-SOCF2H2-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HFFFFFFFFFFIIIIIIIIINO2NO2NO2NO2NO2NO2NO2NO2NO2NO2 | 3-SCF33-SOCF33-SO2CF33-SCF2H3-SOCF2H3-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H | OCF2HOCF2HOCF2HOCF2HOCF2HOCF2HClClClClClClClClClClOMeOMeOMeOMeOMeOMeOMeOMeOMeOMeSMeSMeSMeSMeSMeSMeSMeSMeSMeSMe | 4-SCF34-SOCF34-SO2CF34-SCF2H4-SOCF2H4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H2-Me-4-CF32-Me-4-OCF32-Me-4-OCF2H2-Me-4-OCH2CF32-Me-4-SCF32-Me-4-SOCF32-Me-4-SO2CF32-Me-4-SCF2H2-Me-4-SOCF2H2-Me-4-SO2CF2H |
表15
K | R3 | (R4)n | R5 | W | X | Y | Z |
K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33K-1 | i-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pr | 4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl4-Me | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | CMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMe | NNNNNNNNNNNNNCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHNNNNNNNNNNNNNN | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH |
K | R3 | (R4)n | R5 | W | X | Y | Z |
K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33 | i-pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Prt-But-But-But-But-But-But-But-But-But-But-But-But-But-But-But-But-But-But-But-But-But-But-But-But-Bu | 4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | CMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMe | CHCHCHCHCHCHCHCHCHCHCHCHNNNNNNNNNNNNNCHCHCHCHCHCHCHCHCHCHCHCH | NNNNCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHNNNNNNNNNNNN | CHCHCHCHNNNNNNNNCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH |
K | R3 | (R4)n | R5 | W | X | Y | Z |
K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31 | t-But-But-But-But-But-But-But-But-But-But-But-But-But-Bui-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pr | 6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3OCF3 | CMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHNNNNNNNNNNNNNNNNNNNNNNN | NNNNNNCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHNNNNNNNNCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH |
K | R3 | (R4)n | R5 | W | X | Y | Z |
K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33 | i-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pri-Pr | 2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl | OCF3OCF3OCF3ClClClClClClClClClClClClCl | CHCHCHCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMe | NNNCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHNNNNNNNNNNNNN |
表16
R3 is i-Pr
K | (R4)n | Q | X | Y | Z |
K-1K-1K-18K-18K-14K-28K-28K-30K-30 | 4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl | NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2 | CMeCMeCMeCMeCMeCMeCMeCMeCMe | NNNNNNNNN | CHCHCHCHCHCHCHCHCH |
R3 is i-Pr
K | (R4)n | Q | X | Y | Z |
K-31K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33K-1K-1K-18K-18K-14K-28 | 2-Me2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me | NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3 | CMeCMeCMeCMeCHCHCHCHCHCHCHCHCHCHCHCHCHCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMe | NNNNNNNNNNNNNNNNNNNNNNNNNNNNNNNNNNNN | CHCHCHCHCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH |
R3 is i-Pr
K | (R4)n | Q | X | Y | Z |
K-28K-30K-30K-31K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33 | 4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl | NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2 | CMeCMeCMeCMeCMeCMeCMeCHCHCHCHCHCHCHCHCHCHCHCHCHNNNNNNNNNNNNN | NNNNNNNNNNNNNNNNNNNNCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMe |
R3 is t-Bu
K | (R4)n | Q | X | Y | Z |
K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31 | 4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me | NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2 | CMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCHCHCHCHCHCHCHCHCHCHCHCHCHCMeCMeCMeCMeCMeCMeCMeCMeCMeCMe | NNNNNNNNNNNNNNNNNNNNNNNNNNNNNNNNNNNN | CHCHCHCHCHCHCHCHCHCHCHCHCHCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCHCHCHCHCHCHCHCHCHCH |
R3 is t-Bu
K | (R4)n | Q | X | Y | Z |
K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28K-30K-30K-31K-31K-33K-33K-1K-1K-18K-18K-14K-28K-28 | 2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl5-Me5-Cl2-Me2-Cl6-Me6-Cl4-Me4-Cl4-Me4-Cl1-Me4-Me4-Cl | NCF2CHF2NCF2CHF2NCF2CHF2NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCH2CF3NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2 | CMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCHCHCHCHCHCHCHCHCHCHCHCHCHNNNNNNN | NNNNNNNNNNNNNNNNNNNNNNNNNNNNNCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMeCMe |
R3 is t-Bu
K | (R4)n | Q | X | Y | Z |
K-30K-30K-31K-31K-33K-33 | 5-Me5-Cl2-Me2-Cl6-Me6-Cl | NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2NCF2CHF2 | NNNNNN | CHCHCHCHCHCH | CMeCMeCMeCMeCMeCMe |
表17
K | W | X | Y | Z | R3 | (R4)n | R5 | R6 |
K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1 | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | i-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Pr | 4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | MeMeMeMeFFFFClClClClBrBrBrBrCN |
K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-1K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18 | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHNNNNNNNNNNNNNNNNNNNNCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | t-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Pr | 4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | CNCNCNMeMeMeMeFFFFClClClClBrBrBrBrCNCNCNCNMeMeMeMeFFFFClClClClBrBrBr |
K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-18K-14K-14K-14K-14K-14K-14K-14K-14K-14K-14K-14K-14K-14 | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHNNNNNNNNNNNNNNNNNNNNCHCHCHCHCHCHCHCHCHCHNNN | t-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Pr | 4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl1-Me1-Me1-Me1-Me1-Me1-Me1-Me1-Me1-Me1-Me1-Me1-Me1-Me | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | BrCNCNCNCNMeMeMeMeFFFFClClClClBrBrBrBrCNCNCNCNMeMeFFClClBrBrCNCNMeMeF |
K-14K-14K-14K-14K-14K-14K-14K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28K-28 | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | NNNNNNNCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHNNNNNNNNNNN | t-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Pr | 1-Me1-Me1-Me1-Me1-Me1-Me1-Me4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | FClClBrBrCNCNMeMeMeMeFFFFClClClClBrBrBrBrCNCNCNCNMeMeMeMeFFFFClClCl |
K-28K-28K-28K-28K-28K-28K-28K-28K-28K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30 | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | NNNNNNNNNCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHNNNNNNNNN | t-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Pr | 4-Cl4-Me4-Me4-Cl4-Cl4-Me4-Me4-Cl4-ClMeMe5-Cl5-ClMeMe5-Cl5-ClMeMe5-Cl5-ClMeMe5-Cl5-ClMeMe5-Cl5-ClMeMe5-Cl5-ClMeMe5-Cl5-ClMe | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | ClBrBrBrBrCNCNCNCNMeMeMeMeFFFFClClClClBrBrBrBrCNCNCNCNMeMeMeMeFFFFCl |
K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30 | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | NNNNNNNNNNNCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHNNNNNNN | t-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Pr | Me5-Cl5-ClMeMe5-Cl5-ClMeMe5-Cl5-ClMeMe5-Cl5-ClMeMe5-Cl5-ClMeMe5-Cl5-ClMeMe5-Cl5-ClMeMe5-Cl5-ClMeMe5-Cl5-ClMeMe5-Cl | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | ClClClBrBrBrBrCNCNCNCNMeMeMeMeFFFFClClClClBrBrBrBrCNCNCNCNMeMeMeMeFFF |
K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-30K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31 | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | NNNNNNNNNNNNNCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHNNNNN | t-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Pr | 5-ClMeMe5-Cl5-ClMeMe5-Cl5-ClMeMe5-Cl5-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | FClClClClBrBrBrBrCNCNCNCNMeMeMeMeFFFFClClClClBrBrBrBrCNCNCNCNMeMeMeMeF |
K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31 | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | NNNNNNNNNNNNNNNCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHNNN | t-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Pr | 2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | FFFClClClClBrBrBrBrCNCNCNCNMeMeMeMeFFFFClClClClBrBrBrBrCNCNCNCNMeMeMe |
K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-31K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33 | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | NNNNNNNNNNNNNNNNNCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHN | t-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Pr | 2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl2-Me2-Me2-Cl2-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | MeFFFFClClClClBrBrBrBrCNCNCNCNMeMeMeMeFFFFClClClClBrBrBrBrCNCNCNCNMe |
K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33 | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | NNNNNNNNNNNNNNNNNNNCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | t-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Pr | 6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | MeMeMeFFFFClClClClBrBrBrBrCNCNCNCNMeMeMeMeFFFFClClClClBrBrBrBrCNCNCN |
K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33K-33 | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCHCH | CHNNNNNNNNNNNNNNNNNNNN | t-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bui-Prt-Bu | 6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl6-Me6-Me6-Cl6-Cl | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | CNMeMeMeMeFFFFClClClClBrBrBrBrCNCNCNCN |
表18
R5 is Cl
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3 | HHII | ClBrClBr | CH3CH3CH3CH3 | HHII | ClBrClBr | CH3CH3CH3CH3 | HHII | ClBrClBr | CH3CH3CH3CH3 | HHIl | ClBrClBr |
R5 is Cl
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | ||
CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIICFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is Br
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl |
R5 is Br
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
Br | Cl | Br | Br | Cl | Br | Br | Cl | Br | Br | Cl | Br |
R5 is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | Rb |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFF | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIlFF | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFF | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFF | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
BrBrBrBrBrBr | CF3CF3BrBrClCl | ClBrClBrClBr | BrBrBrBrBrBr | CF3CF3BrBrClCl | ClBrClBrClBr | BrBrBrBrBrBr | CF3CF3BrBrClCl | ClBrClBrClBr | BrBrBrBrBrBr | CF3CF3BrBrClCl | ClBrClBrClBr |
R5 is OCH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl |
R5 is OCH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
BrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBr |
表19
R5 is CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3Cl | HHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3Cl | HHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3Cl | HHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3Cl | HHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrCl |
R5 is CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
ClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is CH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3 | ClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3 | ClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3 | ClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3 | ClBrClBrClBrClBr |
R5 is CH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is CF2CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3 | HHI | ClBrCl | CH3CH3CH3 | HHI | ClBrCl | CH3CH3CH3 | HHI | ClBrCl | CH3CH3CH3 | HHI | CIBrCl |
R5 is CF2CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
表20
R5 is Cl
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is Cl
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr |
R5 is Br
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl |
R5 is Br
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr | ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr | ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr | ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr |
R5 is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is OCH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl |
R5 is OCH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
表21
R5 is CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHI | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHI | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHI | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHI | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl |
R5 is CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
BrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClCl | BrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClCl | BrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClCl | BrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClCl | BrClBrClBrClBrClBr |
R5 is CH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBr | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBr | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBr | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBr | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is CH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
ClClBrBrBrBrBrBrBrBrBrBrBrBr | ClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBr | ClClBrBrBrBrBrBrBrBrBrBrBrBr | ClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBr | ClClBrBrBrBrBrBrBrBrBrBrBrBr | ClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBr | ClClBrBrBrBrBrBrBrBrBrBrBrBr | ClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBr |
R5 is CF2CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClCl | HHIIFFCF3CF3BrBrClClHHIIF | ClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClCl | HHIIFFCF3CF3BrBrClClHHIIF | ClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClCl | HHIIFFCF3CF3BrBrClClHHIIF | ClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClCl | HHIIFFCF3CF3BrBrClClHHIIF | ClBrClBrClBrClBrClBrClBrClBrClBrCl |
R5 is CF2CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
ClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
表22
R5 is Cl
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3 | HHI | ClBrCl | CH3CH3CH3 | HHI | ClBrCl | CH3CH3CH3 | HHI | ClBrCl | CH3CH3CH3 | HHI | ClBrCl |
R5 is Cl
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is Br
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl |
R5 is Br
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
Br | Cl | Br | Br | Cl | Br | Br | Cl | Br | Br | Cl | Br |
R5 is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFF | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFF | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFF | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFF | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
BrBrBrBrBrBr | CF3CF3BrBrClCl | ClBrClBrClBr | BrBrBrBrBrBr | CF3CF3BrBrClCl | ClBrClBrClBr | BrBrBrBrBrBr | CF3CF3BrBrClCl | ClBrClBrClBr | BrBrBrBrBrBr | CF3CF3BrBrClCl | ClBrClBrClBr |
R5 is OCH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl |
R5 is OCH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
BrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBr |
表23
R5 is CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3Cl | HHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3Cl | HHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3Cl | HHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3Cl | HHIIFFCF3CF3BrBrClClH | ClBrClBrClBrClBrClBrClBrCl |
R5 is CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
ClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | HIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is CH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3 | ClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3 | ClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3 | ClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3 | ClBrClBrClBrClBr |
R5 is CH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is CF2CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3 | HHI | ClBrCl | CH3CH3CH3 | HHI | ClBrCl | CH3CH3CH3 | HHI | ClBrCl | CH3CH3CH3 | HHI | ClBrCl |
R5 is CF2CHF2 | ||||||||||||||
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | |||||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | |||
CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
表24
R5 is Cl
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is Cl
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr |
R5 is Br
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl |
R5 is Br
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr | ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr | ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr | ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr |
R5 is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3,is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is OCH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl |
R5 is OCH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
表25
V is CH
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3 | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBr | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr | ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3 | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBr | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr | ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3 | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBr | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr | ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3 | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBr | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr |
V is CH
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | BrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | BrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | BrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | BrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN |
V is N
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
ClClClClClClClClCl | BrBrBrClClClCF3CF3CF3 | ClBrCNClBrCNClBrCN | ClClClClClClClClCl | BrBrBrClClClCF3CF3CF3 | ClBrCNClBrCNClBrCN | ClClClClClClClClCl | BrBrBrClClClCF3CF3CF3 | ClBrCNClBrCNClBrCN | ClClClClClClClClCl | BrBrBrClClClCF3CF3CF3 | ClBrCNClBrCNClBrCN |
V is N
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
ClClClBrBrBrBrBrBrBrBrBrOCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3 | OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNCl | ClBrCNClBrCNClBrCNClBrCNBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3 | ClClClBrBrBrBrBrBrBrBrBrOCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3 | OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNCl | ClBrCNClBrCNClBrCNClBrCNBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3 | ClClClBrBrBrBrBrBrBrBrBrOCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3 | OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNCl | ClBrCNClBrCNClBrCNClBrCNBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3 | ClClClBrBrBrBrBrBrBrBrBrOCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3 | OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNCl | ClBrCNClBrCNClBrCNClBrCNBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3 |
V is N
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
CF3CF3CF3CF3 | CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCN | CF3CF3CF3CF3 | CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCN | CF3CF3CF3CF3 | CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCN | CF3CF3CF3CF3 | CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCN |
表26
V is CH
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
ClClClClClClClClClClClClBrBrBrBrBrBr | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClCl | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | ClClClClClClClClClClClClBrBrBrBrBrBr | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClCl | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | ClClClClClClClClClClClClBrBrBrBrBrBr | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClCl | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | ClClClClClClClClClClClClBrBrBrBrBrBr | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClCl | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN |
V is CH
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
BrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | CF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | BrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | CF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | BrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | CF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | BrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | CF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN |
V is N
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
Cl | Br | Cl | Cl | Br | Cl | Cl | Br | Cl | Cl | Br | Cl |
V is N
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
ClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | BrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | ClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | BrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | ClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | BrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | ClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | BrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN |
V is N
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | ClBrCNClBrCNClBrCNClBrCN | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | ClBrCNClBrCNClBrCNClBrCN | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | ClBrCNClBrCNClBrCNClBrCN | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | ClBrCNClBrCNClBrCNClBrCN |
表27
V is CH
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
ClClClClClClClClClCl | BrBrBrClClClCF3CF3CF3OCH2CF3 | ClBrCNClBrCNClBrCNCl | ClClClClClClClClClCl | BrBrBrClClClCF3CF3CF3OCH2CF3 | ClBrCNClBrCNClBrCNCl | ClClClClClClClClClCl | BrBrBrClClClCF3CF3CF3OCH2CF3 | ClBrCNClBrCNClBrCNCl | ClClClClClClClClClCl | BrBrBrClClClCF3CF3CF3OCH2CF3 | ClBrCNClBrCNClBrCNCl |
V is CH
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
ClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | ClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | ClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | ClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN |
V is CH
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
CF3CF3CF3 | OCH2CF3OCH2CF3OCH2CF3 | ClBrCN | CF3CF3CF3 | OCH2CF3OCH2CF3OCH2CF3 | ClBrCN | CF3CF3CF3 | OCH2CF3OCH2CF3OCH2CF3 | ClBrCN | CF3CF3CF3 | OCH2CF3OCH2CF3OCH2CF3 | ClBrCN |
V is N
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3 | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrCl | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNCl | ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3 | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrCl | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNCl | ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3 | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrCl | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNCl | ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3 | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrCl | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNCl |
V is N
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | ClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | ClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | ClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | ClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN |
表28
V is CN
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
ClCl | BrBr | ClBr | ClCl | BrBr | ClBr | ClCl | BrBr | ClBr | ClCl | BrBr | ClBr |
V is CH
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
ClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3 | BrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3Br | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNCl | ClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3 | BrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3Br | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNCl | ClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3 | BrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3Br | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNCl | ClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3 | BrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3Br | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNCl |
V is CH
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | BrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | BrCNClBrCNClBrCNClBrCN | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | BrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | BrCNClBrCNClBrCNClBrCN | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | BrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | BrCNClBrCNClBrCNClBrCN | CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | BrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | BrCNClBrCNClBrCNClBrCN |
V is N
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
ClClClClClClClClClClClClBrBrBrBrBrBrBrBr | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr | ClClClClClClClClClClClClBrBrBrBrBrBrBrBr | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr | ClClClClClClClClClClClClBrBrBrBrBrBrBrBr | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr | ClClClClClClClClClClClClBrBrBrBrBrBrBrBr | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr |
V is N
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 | R4 | R5 | R6 |
BrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | BrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | BrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | BrBrBrBrCH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3CF3 | CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN |
表29
R4 is CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||
R5 | R6 | R5 | R6 | R5 | R6 | R5 | R6 |
BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBr | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBr | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBr | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBr | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr |
R4 is CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||
R5 | R6 | R5 | R6 | R5 | R6 | R5 | R6 |
BrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | BrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | BrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | BrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN |
R4 is CH3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||
R5 | R6 | R5 | R6 | R5 | R6 | R5 | R6 |
BrBrBrClClClCF3CF3CF3 | ClBrCNClBrCNClBrCN | BrBrBrClClClCF3CF3CF3 | ClBrCNClBrCNClBrCN | BrBrBrClClClCF3CF3CF3 | ClBrCNClBrCNClBrCN | BrBrBrClClClCF3CF3CF3 | ClBrCNClBrCNClBrCN |
R4 is CH3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||
R5 | R6 | R5 | R6 | R5 | R6 | R5 | R6 |
OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr | OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr | OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr | OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBr |
R4 is CH3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||
R5 | R6 | R5 | R6 | R5 | R6 | R5 | R6 |
CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCN | CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCN | CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCN | CF3OCH2CF3OCH2CF3OCH2CF3 | CNClBrCN |
R4 is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||
R5 | R6 | R5 | R6 | R5 | R6 | R5 | R6 |
BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBr | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBr | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBr | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBr | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN |
R4 is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||
R5 | R6 | R5 | R6 | R5 | R6 | R5 | R6 |
ClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | ClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | ClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | ClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3 | ClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN |
R4 is CH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||
R5 | R6 | R5 | R6 | R5 | R6 | R5 | R6 |
BrBrBrClClClCF3CF3CF3OCH2CF3 | ClBrCNClBrCNClBrCNCl | BrBrBrClClClCF3CF3CF3OCH2CF3 | ClBrCNClBrCNClBrCNCl | BrBrBrClClClCF3CF3CF3OCH2CF3 | ClBrCNClBrCNClBrCNCl | BrBrBrClClClCF3CF3CF3OCH2CF3 | ClBrCNClBrCNClBrCNCl |
R4 is CH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||
R5 | R6 | R5 | R6 | R5 | R6 | R5 | R6 |
OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN | OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3OCH2CF3OCH2CF3OCH2CF3BrBrBrClClClCF3CF3CF3 | BrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCNClBrCN |
R4 is CH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||
R5 | R6 | R5 | R6 | R5 | R6 | R5 | R6 |
OCH2CF3OCH2CF3OCH2CF3 | ClBrCN | OCH2CF3OCH2CF3OCH2CF3 | ClBrCN | OCH2CF3OCH2CF3OCH2CF3 | ClBrCN | OCH2CF3OCH2CF3OCH2CF3 | ClBrCN |
表30
R5b is Cl
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3 | ClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3 | ClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3 | ClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3 | ClBrClBrClBrClBrClBrClBrClBrClBrClBrCl |
R5b is Cl
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
ClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is OCF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClCl | HHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClCl | HHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClCl | HHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClCl | HHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBr |
R5 is OCF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
ClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5 is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3Br | ClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3Br | ClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3Br | ClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3Br | ClBrClBrClBrClBrCl |
R5 is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5b is CF(CF3)2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3 | HHII | ClBrClBr | CH3CH3CH3CH3 | HHII | ClBrClBr | CH3CH3CH3CH3 | HHII | ClBrClBr | CH3CH3CH3CH3 | HHII | ClBrClBr |
R5b is CF(CF3)2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBFBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
表31
R5b is CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrCIBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5b is CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr |
R5b is CH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl |
R5b is CH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr | ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr | ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr | ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr |
R5b is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr |
R5b is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrCrBrClBrClBrClBrClBrClBr | ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5b is CF2CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl |
R5b is CF2 CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBFClBrClBrClBrClBrClBrClBrClBr | CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3ClClClClClClClClClCIClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
表32
R5b is CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClClClClClBrBr | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClClHH | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5b is CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr | BrBrBrBrBrBrBrBrBrBr | IIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBr |
R5b is CH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClClClClClClCl | HHIIFFCF3CF3BrBrClClHHIIFFCF3CF3Br | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrCl |
R5b is CH2CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr | ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr | ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr | ClClClBrBrBrBrBrBrBrBrBrBrBrBr | BrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBr |
R5b is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3ClClClCl | HHIIFFCF3CF3BrBrClClHHII | ClBrClBrClBrClBrClBrClBrClBrClBr |
R5b is CF3
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | ClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | FFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | ClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
R5b is CF2CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl | CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3CH3 | HHIIFFCF3CF3BrBrCl | ClBrClBrClBrClBrClBrCl |
R5b is CF2CHF2
R2 is H,R3 is Me | R2 is H,R3 is Et | R2 is H,R3 is i-Pr | R2 is Me,R3 is Me | ||||||||
R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 | R4a | R4b | R6 |
CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr | CH3ClClClClClClClClClClClClBrBrBrBrBrBrBrBrBrBrBrBr | ClHHIIFFCF3CF3BrBrClClHHIIFFCF3CF3BrBrClCl | BrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBrClBr |
剂型/应用
本发明的化合物一般与农业上适宜的载体一起作为剂型或组合物来应用,适宜的载体包括至少一种液体稀释剂、固体稀释剂或表面活性剂。剂型或组合物成分的选择应与活性成分的物理性质、应用方式和环境因素例如土壤类型、湿度与温度相一致。有用的剂型包括液剂如溶液(包括可乳化的浓缩物)、悬浮液、乳液(包括微乳液和/或悬浮液)等等,它们可任选被稠化成胶状物。有用的剂型也包括固体如粉剂、粉末、颗粒剂、丸剂、片剂、薄膜等,它们可以是水分散性的(“可湿的”)或水溶性的。活性成分可被(微)囊化,进一步制成悬浮剂或固体剂型;另外活性成分的整个剂型也可以成胶囊化(或“外涂敷”)。成胶囊可以控治或延缓活性成分的释放。可喷雾剂型可在适当的介质中冲稀,使用的喷雾体积为每公顷大约1百至几百升。高浓度的组合物主要用作进一步加工的中间体。
各剂型一般含有有效量的活性成分、稀释剂和表面活性剂,其中大至按以下范围,总和为100重量%。
重量百分数 | |||
活性成分 | 稀释剂 | 表面活性剂 | |
水分散性和水溶性颗粒剂、片剂和粉剂 | 5-90 | 0-94 | 1-15 |
悬浮剂、乳液、溶液(包括可乳化的浓缩物) | 5-50 | 40-95 | 0-15 |
粉 | 1-25 | 70-99 | 0-5 |
颗粒剂和丸剂 | 0.01-99 | 5-99.99 | 0-15 |
高浓度组合物 | 90-99 | 0-10 | 0-2 |
典型的固体稀释剂在Watkin等人,Handbook of Insecticide DustDiluents and Carriers,2nd Ed.,Dorland Books,Caldwell,NewJersey中作了介绍。典型的液体稀释剂在Marsden,Solvents Guide,2nd Ed.,Interscience,New York,1950中作了介绍。McCutcheon′s Detergents andEmulsifiers Annual,Allured Publ.Corp.,Ridgewood,New Jersey以及Sisely and Wood,Encyclopedia of Surface Active Agents,Chemical Publ.Co.,Inc.,New York,1964,列出了表面活性剂和推荐应用。所有剂型都可含有少量的添加剂,以减少泡沫、结块、腐蚀、微生物的生长等,或加增稠剂以增加粘度。
表面活性剂包括,例如,聚乙氧基化醇、聚乙氧基化烷基酚、聚乙氧基化脱水山梨糖醇脂肪酸酯、磺化丁二酸二烷基酯、硫酸烷基酯、烷基苯磺酸盐、有机聚硅氧烷、N,N-二烷基牛磺酸酯、木质素磺酸盐、萘磺酸盐甲醛缩合物、聚羧酸酯和聚氧乙烯/聚氧丙烯嵌段共聚物。固体稀释剂包括,例如,粘土如膨润土、蒙脱石、硅镁土和高岭土、淀粉、糖、二氧化硅、滑石、硅藻土、尿素、碳酸钙、碳酸钠和碳酸氢钠以及硫酸钠,液体稀释剂包括,例如,水、N,N-二甲基甲酰胺、二甲亚砜、N-烷基吡咯烷酮、乙二醇、聚丙二醇、石蜡、烷基苯、烷基萘、橄榄油、蓖麻油、亚麻籽油、桐油、芝麻油、玉米油、花生油、棉籽油、大豆油、菜籽油和椰子油,脂肪酸酯、酮类如环己酮、2-庚酮、异佛尔酮和4-羟基-4-甲基-2-戊酮、和醇类如甲醇、环己醇、十二烷醇和四氢呋喃醇。
溶液,包括可乳化的浓缩物,可以通过简单地混合各组分来制备。粉剂和细粉可通过混合和通常在捶磨或液能磨中通过研磨来制备。悬浮剂一般通过湿磨来制备;参见,例如,US 3,060,084。颗粒剂和丸剂通过将活性物质喷到刚制成的颗粒载体上或通过造粒技术来制备。参见Browning,″Agglomeration″,Chemical Engineering,1967年12月4日,第147-48页、Perry′s Chemical Engineer′s Handbook,4th Ed.,McGraw-Hill,New York,1963第8-57页和接下来的PCT公开的WO91/13546。丸剂的制备如US 4,172,714中所述。水分散性和水溶性颗粒剂可按照如US 4,144,050、US 3,920,442和DE 3,246,493中的教导制备。片剂可按照如US 5,180,587、US 5,232,701和US 5,208,030中的教导制备。薄膜可按照在GB 2,095,558和US 3,299,566中的教导制备。
有关剂型技术的更多信息可参见T.S.Woods,″The Formulator′sToolbox-Product Forms for Modern Agriculture″in Pesticide Chemistryand Bioscience,The Food-Environment Challenge,T.Brooks和T.R.Roberts编辑,Proceedings of the 9th International Congress on PesticideChemistry,The Royal Society of Chemistry,Cambridge,1999第120-133页。还参见US 3,235,361第6栏第16行至第7栏第19行和实施例10-41;US 3,309,192第5栏第43行至第7栏第62行和实施例8、12、15、39、41、52、53、58、132、138-140、162-164、166、167和169-182;US 2,891,855第3栏第66行至第5栏第17行和实施例1-4;Klingman,Weed Control as a Science,John Wiley和Sons,Inc.,New York.1961第81-96页;和Hance等,Weed Control Handbook,8th Ed.,BlackwellScientific Publications,Oxford,1989。
在以下实施例中,所有百分数均以重量计,所有剂型都用常规方法制备。化合物号参见索引表A中的化合物。
实施例A
可湿性粉剂
化合物1 65.0%
十二烷基酚聚乙二醇醚 2.0%
木质素磺酸钠 4.0%
硅铝酸钠 6.0%
蒙脱石(煅烧的) 23.0%
实施例B
颗粒剂
化合物1 10.0%
硅镁土颗粒(低挥发物,0.71/0.30mm;U.S.S.25-50号筛)90.0%
实施例C
挤压丸
化合物1 25.0%
无水硫酸钠 10.0%
粗木质素磺酸钙 5.0%
烷基萘磺酸钠 1.0%
钙/镁膨润土 59.0%
实施例D
可乳化的浓缩物
化合物1 20.0%
油溶性磺酸盐和聚氧乙基醚的混合物 10.0%
异佛尔酮 70.0%
实施例E
颗粒剂
化合物 10.5%
纤维素 2.5%
乳糖 4.0%
玉米粉 93.0%
本发明的化合物的特征在于有利的新陈代谢和/或土壤残留模式,并呈现控制一系列农业和非农业无脊椎害虫的活性。(在本说明书的上下文中“无脊椎害虫防治”意思是抑制无脊椎害虫生长(包括死亡率),从而使其摄食明显减少或由该害虫引起的其它伤害或破坏大大降低;相关表示的定义与此类似)。正如本说明书中所述的,术语“无脊椎害虫”包括节肢动物类、腹足动物类和线虫类等经济上重要的害虫。术语“节肢动物”包括昆虫、螨、蜘蛛、蝎子、蜈蚣、干足虫、球潮虫和综合纲。术语“腹足动物”包括蜗牛、鼻涕虫和其它柄眼目动物。术语“线虫”包括所有的寄生虫,例如:蛔虫、(犬)心丝虫和食植物线虫(线虫纲)、吸虫(Tematoda)、棘头纲和绦虫(多节绦虫亚纲)。本领域技术人员将理解,不是所有的化合物对所有害虫都有相等的药效。然而,本发明化合物对经济上重要的农业和非农业害虫都显示了活性。术语“农业”是指大田作物的生产例如用于食品和纤维的生产,并包括谷物(例如小麦、燕麦、大麦、黑麦、水稻、玉米)、大豆、蔬菜作物(例如莴苣、卷心菜、西红柿、豆类)、马铃薯、甘薯、葡萄、棉花和乔本果树(例如梨果、核果和柑桔类水果)的生长。术语“非农业”是指其它园艺(例如不在田间生长的森林、温室、苗圃或观赏植物)、公共卫生(人)和动物保健、家庭和商业结构、家用、和产品贮藏应用或害虫。考虑到无脊椎害虫防治谱和经济重要性,本发明的优选实施方式是通过防治无脊椎害虫来保护(防止因无脊椎害虫引起的破坏或伤害)棉花、玉米、豆类、水稻、蔬菜作物、马铃薯、甘薯、葡萄和乔本果树等农作物。农业或非农业害虫包括鳞翅目的幼虫,例如粘虫、切根虫、尺蠖和夜蛾科中的heliothines(例如,草地粘虫(Spodoptera fugiperda J.E.Smith)、甜菜粘虫(Spodoptera exiguaHuber)、小地老虎(Agrotis ipsilon Hufnagel)、卷心菜尺蠖(Trichoplusiani Huber)、烟草夜蛾幼虫(Heliothis virescens Fabricius));钻心虫、鞘蛾幼虫、结网毛虫、coneworms、菜青虫和螟蛾科的雕叶虫(例如,欧洲玉米钻心虫(Ostrinia nubilalis Huber)、脐橙螟(Amyelois transitellaWalker)、玉米根结网毛虫(Crambus caliginosellus Clemens)、草地结网毛虫(Herpetogramma licarsisalis Walker));卷叶虫、卷叶蛾、种子蠕虫、和卷蛾科中的水果蠕虫(例如,苹果小卷蛾(Cydia pomonellaLinnaeus)、葡萄卷叶蛾(Endopiza viteana Clemens)、梨小食心虫(Grapholita molesta Busck));和许多其它经济上重要的鳞翅目昆虫(例如,菜蛾(Plutella xylostella Linnaeus)、红铃虫(Pectinophora gossypiellaSaunders)、午毒蛾(Lymantria dispar Linnaeus));蜚镰目的蛹和成虫包括来自小蠊科和蠊科的(例如,东方蜚镰(Blatta orientalis Linnaeus)、亚洲蜚镰(Blatella asahinai Mizukubo)、德国蜚镰(Blattella germanicaLinnaeus)、长须鲱蠊(Supella longipalpa Fabricius)、美洲蜚镰(Periplaneta americana Linnaeus)、褐色大蠊(Periplaneta brunneaBurmeister)、马德拉蜚镰(Leucophaea maderae Fabricius));食叶幼虫和鞘翅目成虫,包括来自长角象虫科、豆象科和象虫科的象鼻虫(例如,棉籽象鼻虫(Anthonomus grandis Boheman)、稻象甲(Lissorhoptrusoryzophilus Kuschel)、谷象鼻虫(Sitophilus granarius Linnaeus)、米象(Sitophilus oryzae Linnaeus));跳甲、守瓜、根虫、叶虫、马铃薯叶虫和叶甲科中的潜叶虫(例如,科罗拉多薯虫(Leptinotarsa decemlineataSay)、玉米根叶甲(Diabrotica virgifera virgifera LeConte));来自金龟子科的金龟子和其它甲虫(例如,日本金龟子(Popillia JaponicaNewman)和欧洲金龟子(Rhizotrogus majalis Razoumowsky));来自皮蠹科的红缘皮蠹;来自叩头虫科的线虫;来自刺胫小蠹科的树皮甲虫和来自拟步行虫科的粉甲虫。此外农业和非农业害虫包括:革翅目的成虫和幼虫,包括来自球螋科的蠼螋(例如,欧洲球螋(Forficulaauricularia Linnaeus)、黑球螋(Chelisoches morio Fabricius));半翅目和同翅目的成虫和蛹,例如,来自盲蝽科的盲蝽、来自蝉科的蝉、来自大叶蝉科的叶蝉(例如微叶蝉亚种)、来自樗鸡科和飞虱科的飞虱、来自角蝉科的角蝉、来自木虱科的木虱、来自粉虱科的粉虱、来自蚜科的蚜虫、来自根瘤蚜科的根瘤蚜、来自粉蚧科的水蜡虫、来自蚧科、盾蚧科和珠棉蚧亚科的介壳虫、来自网蝽科的网蝽、来自蝽象科的蝽象、来自长蝽科的麦长蝽(例如,长蝽亚种)和其它实蝽、来自沫蝉科的沫蝉、来自缘蝽科的缘蝽、以及来自红蝽科的红蝽和棉红蝽。还包括螨目的成虫和幼虫,例如叶螨科的蛛螨和红蜘蛛(例如,欧洲红蜘蛛(Panonychus ulmi Koch)、两斑纹蛛螨(Tetranychus urticae Koch)、麦克旦尼氏螨(Tetranychus mcdanieli McGregor))、细须螨科的短须螨(例如,桔短须螨(Brevipalpus lewisi McGregor))、瘿螨科的锈螨和芽螨以及其它食叶螨和在人和动物健康中重要的螨,即表皮螨科的尘螨、蠕形螨科的毛囊螨、食甜螨科的干酪螨、蜱目的蜱(例如,鹿蜱(Ixodesscapulars Say)、澳洲瘫痪蜱(Ixodes holocyclus Neumann)、美洲犬蜱(Dermacentor variabilis Say)、美洲花蜱(Amblyomma americanumLinnaeus)以及痒螨科、蒲螨科和疥螨科的马痒螨和疥螨;直翅目的成虫和未成年虫,包括蚂蚱、蝗虫和蟋蟀(例如,迁徙蚂蚱(例如,Melanoplus sanguinipes Fabricius、M.differentialis Thomas)、美洲蚂蚱(例如,Schistocerca americana Drury)、沙漠蝗(Schistocerca gregariaForskal)、飞蝗(Locusta migratoria Linnaeus)、家蟋蟀(Acheta domesticusLinnaeus)、蝼蛄(蝼蛄属亚种));双翅目的成虫和为成年虫,包括潜叶蛾、蠓、果蝇(实蝇科)、瑞典杆蝇(例如,Oscinella frit Linnaeus)、土壤蛆、家蝇(例如,Musca domestica Linnaeus)、小加蝇(例如,Fanniacanicularis Linnaeus、F.femoralis Stein)、厩螫蝇(例如,Stomoxyscalcitrans Linnaeus)、秋家蝇、角蝇、丽蝇(例如,金蝇属亚种、伏蝇属亚种)、和其它蝇状飞虫、马蝇(例如,虻属亚种)、肤蝇(例如,马胃蝇属亚种、牛虻属亚种)、牛皮蝇(例如,下皮属亚种)、鹿虻(例如,斑虻属亚种)、羊蜱蝇(例如,Melophagus ovinus Linnaeus)和其它短角亚目、蚊子(例如,伊蚊属亚种、按蚊属亚种、库蚊属亚种)、黑蝇(例如,原蚋属亚种、蚋属亚种)、蠓、沙蝇、尖眼蕈蚊和其它长角亚目昆虫;缨翅目的成虫和未成年虫,包括葱蓟马(Thrips tabaci Lindeman)和其它食叶蓟马;膜翅目的昆虫,包括蚂蚁(例如,红木蚁(Camponotusferrugineus Fabricius)、黑木蚁(Camponotus pennsylvanicus De Geer)、厨蚁(Monomorium pharaonis Linnaeus)、小火蚁(Wasmanniaauropunctata Roger)、火蚁(Solenopsis geminata Fabricius)、外引红火蚁(Solenopsis invicta Buren)、阿根廷蚁(Iridomyrmex humilis Mayr)、家褐蚁(Paratrechina longicornis Latreille)、铺道蚁(Tetramoriumcaespitum Linnaeus)、玉米田蚁(Lasius alienus F_rster)、香家蚁(Tapinoma sessile Say))、蜜蜂(包括木蜂)、大黄蜂、胡蜂和黄蜂;等翅目的昆虫,包括黄胸散白蚁(Reticulitermesflavipes Kollar)、西方犀白蚁(Reticulitermes hesperus Banks)、台湾家白蚁(Coptotermesformosanus Shiraki)、西印度干木白蚁(Incisitermes immigrans Snyder)和其它经济上重要的白蚁;缨尾目的昆虫,例如西洋衣鱼(Lepismasaccharina Linnaeus)和家衣鱼(Thermobia domestica Packard);食毛目的昆虫并包括头虱(Pediculus humanus capitis De Geer)、体虱(Pediculus humanus humanus Linnaeus)、鸡体虱(Menacanthusstramineus Nitszch)、狗羽虱(Trichodectes canis De Geer)、食毛鸟虱(Goniocotes gallinae De Geer)、羊体虱(Bovicola ovis Schrank)、牛盲虱(Haematopinus eurysternus Nitzsch)、犊长颚虱(Linognathus vituliLinnaeus)和其它攻击人和动物的吸和咬的寄生虱;蚤目的昆虫,包括东方鼠蚤(Xenopsylla cheopis Rothschild)、猫蚤(Ctenocephalides felisBouche)、狗蚤(Ctenocephalides canis Curtis)、鸡蚤(Ceratophyllusgallinae Schrank)、禽毒蚤(Echidnophaga gallinacea Westwood)、人蚤(Pulex irritans Linnaeus)和其它折磨动物和鸟的蚤。包含的其它节肢动物害虫包括:蜘蛛目的蜘蛛,例如褐皮花蛛(Loxosceles reclusa Gertsch& Mulaik)和黑寡妇蜘蛛(Latrodectus mactans Fabricius),以及蚰蜒形目的蜈蚣,例如家蚰蜒(Scutigera coleoptrata Linnaeus)。本发明的化合物还对线虫纲、多节绦虫亚纲、吸虫纲和棘头纲的成员有活性,这些成员包括圆线虫目、蛔虫目、蛲虫目、杆状线虫目、旋尾目和嘴刺目的经济上重要的成员,例如但不限于经济上重要的农业害虫(即,根结线虫属的根癌线虫、草地垫刀线虫属的病变线虫、根线虫属的鬃根线虫,等。)以及动物和人健康的害虫(即,所有经济上重要的吸虫、绦虫和蛔虫,例如马内的寻常圆线虫、狗内的犬弓首蛔虫、羊内的捻转血矛线虫、狗内的Dirofrlaria immitis Leidy、马内的叶形裸头绦虫、反刍动物内的肝片吸虫,等。)。
本发明的化合物对以下害虫显示了特别高的活性:鳞翅目(例如,Alabama argillacea Hübner(棉叶波纹夜蛾)、Archips argyrospilaWalker(果树卷叶虫)、A.rosana Linnaeus(欧洲卷叶虫)和其它黄卷蛾属种、Chilo suppressalis Walker(二化螟)、Cnaphalocrosis medinalisGuenee(稻纵卷叶螟)、Crambus caliginosellus Clemens(玉米根草螟)、Crambus teterrellus Zincken(早熟禾草螟)、Cydia pomonellaLinnaeus(苹果蠹蛾)、Earias insulana Boisduval(鼎点金钢钻)、Eariasvittella Fabricius(翠纹金钢钻)、Helicoverpa armigera Hbner(美洲棉铃虫)、Helicoverpa zea Boddie(玉米穗夜蛾)、Heliothis virescensFabricius(烟草夜蛾幼虫)、Herpetogramma licarsisalis Walker(草皮结网毛虫)、Lobesia botrana Denis & Schiffermuller(葡萄小食心虫)、Pectinophora gossypiella Saunders(红铃虫)、Phyllocnistis citrellaStainton(桔细潜蛾)、Pieris brassicae Linnaeus(大菜粉蝶)、Pieris rapaeLinnaeus(小菜粉蝶)、Plutella xylostella Linnaeus(菜蛾)、Spodopteraexigua Hübner(甜菜夜蛾)、Spodoptera litura Fabricius(斜纹夜蛾、clustercaterpillar)、Spodopteraftugiperda J.E.Smith(草地粘虫)、Trichoplusia niHübner(粉纹夜蛾)和Tuta absoluta Meyrick(番茄潜叶蛾))。本发明的化合物还对来自同翅目的成员具有商业上显著的活性,这些同翅目成员包括:Acyrthisiphon pisum Harris(豌豆蚜)、Aphis craccivora Koch(豇豆蚜)、Aphis fabae Scopoli(豆蚜)、Aphis gossypii Glover(棉蚜、甜瓜蚜)、Aphis pomi De Geer(苹果蚜)、Aphis spiraecola Patch(绣线菊蚜)、Aulacorthum solani Kaltenbach(毛地黄蚜)、Chaetosiphon fragaefoliiCockerell(草莓蚜)、Diuraphis noxia Kurdjumov/Mordvilko(俄罗斯小麦蚜)、Dysaphis plantaginea Paaserini(苹粉红劣蚜)、Eriosoma lanigerumHausmann(苹绵蚜)、Hyalopterus pruni Geoffroy(梅大尾蚜)、Lipaphiserysimi Kaltenbach(萝卜蚜)、Metopolophium dirrhodum Walker(谷类蚜)、Macrosipum euphorbiae Thomas(马铃薯蚜)、Myzus persicaeSulzer(桃-薯蚜、桃蚜)、Nasonovia ribisnigri Mosley(莴苣蚜)、天庖疮亚种(根蚜和缨蚜)、Rhopalosiphum maidis Fitch(玉米叶蚜)、Rhopalosiphum padi Linnaeus(粟缢蚜)、Schizaphis graminumRondani(麦二叉蚜)、Sitobion avenae Fabricius(英国谷物蚜)、Therioaphis maculata Buckton(苜蓿斑翅蚜)、Toxoptera aurantii Boyerde Fonscolombe(桔二叉蚜)、和Toxoptera citricida Kirkaldy(桔二岔蚜);球蚜属亚种(球蚜);Phylloxera devastatrix Pergande(美核桃根瘤蚜);Bemisia tabaci Gennadius(菸草粉虱、棉粉虱)、Bemisia argentifoliiBellows & Perring(银叶粉虱)、Dialeurodes citri Ashmead(桔粉虱)和Trialeurodes vaporariorum Westwood(温室白粉虱);Empoasca fabaeHarris(马铃薯微叶蝉)、Laodelphax striatellus Fallen(灰飞虱)、Macrolestes quadrilineatus Forbes(紫莞叶蝉)、Nephotettix cinticepsUhler(大青叶蝉)、Nephotettix nigropictus Stal(黑尾叶蝉)、Nilaparvatalugens Stal(稻褐飞虱)、Peregrinus maidis Ashmead(菲岛玉米蜡蝉)、Sogatella furcifera Horvath(白背飞虱)、Sogatodes orizicola Muir(美洲稻飞虱)、Typhlocybapomaria McAtee(苹白小叶蝉)、红斑叶蝉属亚种(葡萄二星斑叶蝉);Magicidada septendecim Linnaeus(十七年蟑);Iceryapurchasi Maskell(吹棉蚧)、Quadraspidiotus perniciosus Comstock(梨圆盾蚧);Planococcus citri Risso(桔粉蚧);粉蚧属亚种(其它水蜡虫复合体);Cacopsyllapyricola Foerster(木虱)、Trioza diospyri Ashmead(柿木虱)。这些化合物也对来自半翅目的成员有活性,这些成员包括:Acrosternum hilare Say(喜绿蝽)、Anasa tristis De Geer(南瓜缘蝽)、Blissus leucopterus leucopterus Say(麦长蝽)、Corythuca gossypiiFabricius(棉网蝽)、Cyrtopeltis modesta Distant(番茄蝽)、Dysdercussuturellus Herrich-Sch_ffer(红甲虫)、Euchistus servus Say(褐臭蝽)、Euchistus variolarius Palisot de Beauvois(一点褐蝽)、Graptosthetus亚种(实蝽的复合物)、Leptoglossus corculus Say(松籽喙缘蝽)、Lyguslineolaris Palisot de Beauvois(牧草盲蝽)、Nezara viridula Linnaeus(稻绿蝽)、Oebalus pugnax Fabricius(美洲稻盾蝽)、Oncopeltus fasciatusDallas(大马利筋长蝽)、Pseudatomoscelis seriatus Reuter(棉跳盲蝽)。通过本发明化合物防治的其它昆虫目包括缨翅目(例如,Frankliniellaoccidentalis Pergande(苜蓿蓟马)、Scirthothrips citri Moulton(桔实蓟马)、Sericothrips variabilis Beach(大豆蓟马)、和Thrips tabaciLindeman(葱蓟马);和鞘翅目(例如,Leptinotarsa decemlineata Say(科罗拉多薯虫)、Epilachna varivestis Mulsant(墨西哥豆瓢虫)和叩甲属(Agriotes)、叩甲属(Athous)或草金针金属的线虫)。
本发明的化合物也可与一种或多种其它生物活性化合物包括杀虫剂、杀真菌剂、杀线虫剂、杀细菌剂、杀螨剂、生长调节剂如根刺激剂、化学不育剂、化学信息素、驱避剂、诱引剂、外激素、促食剂、其它生物活性化合物或食虫菌、病毒或真菌混合形成多组分农药,给出更广谱的农业保护作用。因此本发明的组合物还可以包括生物有效量的至少一种其它生物活性化合物或试剂。可与本发明化合物一起加工的这些生物活性化合物的实例是:杀虫剂如阿维菌素、乙酰甲胺磷、啶虫脒、爱福丁、印苦楝子素、保棉磷、氟氯菊酯、联苯肼酯、稻虱净、呋喃丹、氟唑虫清、氟啶脲、毒死蜱、甲基毒死蜱、chromafenozide、clothianidin、氟氯氰菊酯、β-氟氯氰菊酯、氯氟氰菊酯、λ-氯氟氰菊酯、氯氰菊酯、灭蝇胺、溴氰菊酯、杀螨隆、二嗪磷、伏虫脲、乐果、苯虫醚、emamectin、硫丹、高氰戊菊酯、ethiprole、苯硫威、苯氧威、甲氰菊酯、唑螨酯、氰戊菊酯、氟虫腈、flonicamid、氟氰戊菊酯、τ-氟胺氰菊酯、氟虫脲、地虫硫磷、特丁苯酰肼、氟铃脲、吡虫啉、噁二唑虫、异柳磷、虱螨脲、马拉硫磷、四聚乙醛、甲胺磷、杀扑磷、灭多威、烯虫酯、苯草酮、久效磷、甲氧苯酰肼、硝虫噻嗪、双苯氟脲、杀线威、对硫磷、甲基对硫磷、氯菊酯、甲拌磷、伏杀硫磷、亚胺硫磷、磷胺、抗蚜威、丙溴磷、吡蚜酮、pyridalyl、吡丙醚、鱼藤酮、艾克敌105、硫丙磷、虫酰肼、氟苯脲、七氟菊酯、特丁硫磷、杀虫畏、thiacloprid、thiamethoxam、硫双威、thiosultap-sodium、四溴菊酯、敌百虫和杀铃脲;杀真菌剂如噻二唑素、腈嘧菌酯、苯菌灵、杀稻瘟菌素-S、波尔多液(碱式硫酸铜)、糠菌唑、氯环丙酰胺、敌菌丹、克菌丹、多菌灵、地茂散、百菌清、氧氯化铜、铜盐、cyflufenamid、霜脲氰、环丙唑醇、嘧菌环胺、(S)-3,5-二氯-N-(3-氯-1-乙基-1-甲基-2-氧丙基)-4-甲基苯甲酰胺(RH 7281)、双氯氰菌胺(S-2900)、哒菌清、氯硝胺、_醚唑、(S)-3,5-二氢-5-甲基-2-(甲硫基)-5-苯基-3-(苯氨基)-4H-咪唑-4-酮(RP 407213)、烯酰吗啉、dimoxystrobin、烯唑醇、烯唑醇-M、多果定、敌瘟磷、氧唑菌、噁唑酮菌、fenamidone、氯苯嘧啶醇、腈苯唑、fencaramid(SZX0722)、拌种咯、苯锈啶、丁苯吗啉、薯瘟锡、毒菌锡、氟啶胺、咯菌腈、氟联苯菌(RPA 403397)、氟喹唑、氟硅唑、氟酰胺、粉唑醇、灭菌丹、三乙膦酸铝、呋霜灵、furametapyr(S-82658)、己唑醇、种菌唑、异稻瘟净、异菌脲、稻瘟灵、春雷霉素、亚胺菌、代森锰锌、代森锰、mefenoxam、灭锈胺、甲霜灵、叶菌唑、叉氨苯酰胺(SSF-126)、腈菌唑、田安(甲胂酸铁)、恶霜灵、戊菌唑、戊菌隆、烯丙苯噻唑、咪鲜胺、霜霉威、丙环唑、啶斑肟、pyraclostrobin、二甲嘧菌胺、咯喹酮、喹氧灵、螺噁茂胺、磺黄粉、戊唑醇、四氟醚唑、噻菌灵、噻呋酰胺、甲基硫菌灵、福美双、tiadinil、***酮、***醇、三环唑、肟菌酯、灭菌唑、有效霉素和乙烯菌核利;杀线虫剂如涕灭威、甲氨叉威和克线磷;杀细菌剂如链霉素;杀螨剂如杀螨脒、杀螨猛、乙酯杀螨醇、三环锡、开乐散、除螨灵、特苯_唑、喹螨醚、杀螨锡、甲氰菊酯、唑螨酯、噻螨酮、克螨特、哒螨酮和吡螨胺;和生物制剂如苏云金杆菌,包括鲇泽亚种和库尔斯塔克亚种,苏云金杆菌δ毒素、杆状病毒以及昆虫致病细菌、病毒和真菌。本发明的化合物及其组合物可以施加到转基因植物上以向无脊椎害虫表达蛋白质毒性(例如苏云金杆菌毒素)。外源无脊椎害虫防治化合物和组合物的效果可以与表达的毒素蛋白质协同作用。
关于这些农用保护剂的一个常规参考文献是The PesticideManual,12th Edition,C.D.S.Tomlin,Ed.,British Crop ProtectionCouncil,Farnham,Surrey,U.K.,2000。
用于与本发明化合物混合的优选的杀虫剂和杀螨剂包括拟除虫菊酯类,如氯氰菊酯、氯氟氰菊酯、氟氯氰菊酯、β-氟氯氰菊酯,高氰戊菊酯、氰戊菊酯和四溴菊酯;氨基甲酸酯类如苯硫威、灭多虫、甲氨叉威和硫双灭多威;类烟碱类如噻虫胺、吡虫啉和噻虫啉;神经钠通道阻断剂如_二唑虫、杀虫的大环内酯如艾克敌105、阿维菌素、爱福丁和emamectin;γ-氨基丁酸(GABA)拮抗剂如硫丹、ethiprole和氟虫腈;杀虫的脲类如氟虫脲和杀虫隆;保幼激素模拟物如_茂醚和蚊蝇醚;拒嗪酮;和虫螨脒。用于与本发明化合物混合的优选生物制剂包括苏云金杆菌和苏云金杆菌δ毒素以及天然存在和遗传改性的病毒杀虫剂,包括杆状病毒类以及食虫真菌。
最优选的混合物包括本发明化合物与氯氟氰菊酯的混合物;本发明化合物与β-氟氯氰菊酯的混合物;本发明的化合物与高氰戊菊酯的混合物;本发明的化合物与灭多虫的混合物;本发明化合物与吡虫啉的混合物;本发明化合物与噻虫啉的混合物;本发明化合物与_二唑虫的混合物;本发明化合物与阿维菌素的混合物;本发明化合物与硫丹的混合物;本发明化合物与ethiprole的混合物;本发明化合物与氟虫腈的混合物;本发明化合物与氟虫脲的混合物;本发明化合物与蚊蝇醚的混合物;本发明化合物与拒嗪酮的混合物;本发明化合物与虫螨脒的混合物;本发明化合物与苏云金杆菌的混合物和本发明化合物与苏云金杆菌δ毒素的混合物。
在某些情况下,和其它具有类似的防治谱,但作用方式不同的无脊椎害虫防治化合物或试剂混合将特别有利于抗性管理。因此,本发明的化合物还可以包括生物有效量的至少一种具有类似防治谱,但作用方式不同的其它无脊椎害虫防治化合物或试剂。将生物有效量的本发明化合物与经基因改性以表达植物保护化合物(例如蛋白质)的植物或该植物的部位接触,也可以提供更广谱的植物保护并有利于抗性管理。
在农业和非农业领域,通过将一种或多种有效量的本发明化合物施加于无脊椎害虫的环境(包括农业和/或非农业的害虫侵染地)、施用于被保护的区域,或者直接施用于被防治的害虫上,都可以防治无脊椎害虫。因此,本发明进一步包括一种防治农业和/或非农业领域中无脊椎害虫的方法,该方法包括用有效量的一种或多种本发明的化合物,或者用含有至少一种这种化合物的组合物或含有至少一种这种化合物和有效量的至少一种其它生物活性化合物或试剂的组合物与这些无脊椎害虫或其环境接触。包括本发明化合物和有效量的至少一种其它生物活性化合物或试剂的适宜组合物的实例包括颗粒组合物,其中其它生物活性化合物存在于与本发明化合物相同的颗粒上,或者存在于于本发明化合物颗粒分开的颗粒上。
接触的优选方法是喷雾。此外,含有本发明化合物的颗粒组合物可施用于植物的叶面或土壤。本发明的化合物还通过以液体剂型进行土壤浸湿、以颗粒剂型用于土壤、在移植中用于护理盒处理或浸渍,将植物与含有本发明化合物的组合物接触,经植物摄取有效地供给。通过将含有本发明化合物的组合物局部施用到侵染部位也可以发挥化合物的效力。其它接触方法包括通过直接或滞留喷雾、飞机喷洒、凝胶、种子包衣、微胶囊化、全身性摄入、饵、耳标、丸剂、迷雾器、熏蒸剂、气雾剂、粉剂和许多其它方式施用本发明的化合物或组合物。本发明的化合物也可掺入制备无脊椎害虫防治设备(例如昆虫网捕)的材料中。
本发明化合物可掺入无脊椎害虫消耗的饵剂中或例如捕获器等的设备中。含有0.01-5%活性组分,0.05-10%保水剂和40-99%蔬菜粉的颗粒或饵剂以非常低的施用比率防治土壤昆虫是有效的,特别是以通过消化而不是通过直接接触致死的活性组分的剂量。
本发明的化合物可以它们的纯净状态被施用,但最普遍使用的是含有一种或多种化合物与适当的载体、稀释剂和表面活性剂的剂型,并可以与食品混合,这取决于预期的最终用途。优选的施用方法包括喷洒化合物的水分散液或精炼油溶液。与喷雾油、喷雾油浓制剂、展着增稠剂、助剂、其它溶剂和增效剂如胡椒基丁醚配合使用,常常可提高化合物的功效。
有效防治所需的施药量(即“生物有效量”)取决于以下因素:被防治的无脊椎害虫的品系、害虫的生命周期、生命阶段、它的大小、地点、季节、寄生作物或动物、喂饲行为、交配行为、空气湿度、温度等。在通常环境下,每公顷大约0.01-2kg活性成分的施药量对农业生态系中的害虫防治是足够的,但少至0.0001kg/公顷可能是有效的,或多至8kg/公顷可能是需要的。对于非农业应用,有效使用量范围是大约1.0-50mg/m2,但少至0.1mg/m2可能是有效的,或多至150mg/m2可能是需要的。本领域技术人员可以容易地确定对所需的无脊椎害虫的防治水平所需的生物有效量。
以下试验表明了本发明化合物对特定害虫的防治功效。“防治功效”代表对无脊椎害虫发育的抑制(包括死亡),抑制会引起明显的摄食减少。然而,由这些化合物产生的害虫防治保护并不限于这些品系。关于化合物的说明见索引表A-K和L。在以下索引表中采用的缩写如下:t是叔,n是正,i是异,c是环,s是仲,Me是甲基,Et是乙基,Pr是丙基,i-Pr是异丙基,c-Pr是环丙基,Bu是丁基,s-Bu是仲丁基,Pent是戊基,OMe是甲氧基,OEt是乙氧基,SMe是甲硫基,SEt是乙硫基,CN是氰基,和NO2是硝基。缩写“Ex.”代表实施例,其后跟着的数字表示化合物在这个实施例中被制备。
索引表A
化合物 | R2 | R3 | (R4)n | J | m.p.℃ |
1(Ex.3)23456789101112131415 | HHHHHHHHHHHHHHH | i-Prt-Bui-Pri-Prt-But-Bui-Pri-Prt-But-Bui-Prt-Bui-Pri-Prt-Bu | 4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me | 4-CF3-Ph4-CF3-Ph4-OCF3-Ph2-Me,4-SCHF2-Ph2-Me,4-SCHF2-Ph4-OCF3-Ph2-Me,4-SO2CHF2-Ph2-Me,4-SOCF3-Ph2-Me,4-SO2CHF2-Ph2-Me,4-SOCHF2-Ph4-SCHF2-Ph4-SCHF2-Ph2-Me,4-CF3-Ph2-Me,4-OCF3-Ph2-Me,4-CF3-Ph | *************** |
化合物 | R2 R3 | (R4)n | J | m.p.℃ |
161718192021222324252627282932353637 | H t-BuH i-PrH t-BuH i-PrH t-BuH i-PrH t-BuH i-PrH t-BuH CH2CH2NMe2-CH2CH2CH2CH2-H c-己基H c-丙基H HH i-PrH MeH MeH i-Pr | 4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4-Me4,5-Me2HHH4-t-Bu-Ph4-Me4-Me4,5-Cl24,5-Cl2 | 2-Me,4-OCF3-Ph2-Me,4-Cl-Ph2-Me,4-Cl-Ph2-Me-6-CF3-3-吡啶基2-Me-6-CF3-3-吡啶基1-Ph-3-Me-5-吡唑基1-Ph-3-Me-5-吡唑基2-Me-6-Cl-3-吡啶基2-Me-6-Cl-3-吡啶基PhPhPhPh3,5-Cl2-Ph1-(2-Cl-Ph)-3-CF3-5-吡唑基1-(2-Cl-Ph)-3-CF3-5-吡唑基1-(2-Cl-Ph)-3-CF3-5-吡唑基1-(2-Cl-Ph)-3-CF3-5-吡唑基 | *222.5-225214-215****198-202201-203238-240240 |
*关于1HNMR数据见索引表L。
索引表B
化合物 | R3 | J | m.p.℃ |
B1B2B3B4B5B6B7B8B9B10B11 | i-Pri-Pri-Pri-Pri-Pri-Prt-But-Bui-PrMei-Pr | 2-Me,4-SCHF2-Ph2-Me,4-SO2CHF2-Ph2-Me,4-SOCF3-Ph2-Me,4-CF3-Ph.2-Me-6-CF3-3-吡啶基1-Ph-3-Me-5-吡唑基1-Ph-3-Me-5-吡唑基2-Me-6-CF3-3-吡啶基2-Me-5-Cl-3-噻吩基1-(2-Cl-Ph)-3-CF3-5-吡唑基1-(2-Cl-Ph)-3-CF3-5-吡唑基 | 178.5-180.5207-210175-180201-203221-5-222.5****266-270232-236 |
*关于1HNMR数据见索引表L。
索引表C
化合物 | R2 R3 | R4 | J | m.p.℃ |
C1C2C3C4C5C6C7C8C9Ex.2)C10C11C12C13C14C15C16C17C18 | H i-PrH i-PrH i-PrH i-PrH i-PrH i-PrH i-PrH i-PrH i-PrH i-PrPr Pr-(CH2)5--(CH2)2NMe(CH2)2-H i-PrH c-己基烯丙基 烯丙基Et EtH 烯丙基 | MeMeMeMeMeMeMeMeMeMePhPhPhMePhPhPhPh | 4-F-Ph4-Br-Ph4-Cl-Ph2-NO2-Ph3-Cl-Ph4-CN-Ph4-CF3-Ph2-Me-4-SOCF3-Ph4-OCF3-Ph2-Me-4-Br-Ph3-F-Ph2-噻吩基4-NO2-Ph3-吡啶基2-噻吩基2-Me-PhPhPh | ********68-75* |
C19C20C21C22C27C28C29C42C43C44C45C46C47C48C49 | H (CH2)2PhMe Me-(CH2)2NMe(CH2)2--(CH2)2O(CH2)2-H i-PrH i-PrH CH2-2-呋喃基-(CH2)6--(CH2)4--(CH2)5--(CH2)4-H CH2PhH CH2-2-呋喃基-(CH2)6--(CH2)2O(CH2)2 | PhPhPhPhMeMePhPhPhPhPhPhPhPh-Ph | Ph4-Me-Ph4-Br-PhPh1-(2-Cl-Ph)-3-CF3-5-吡唑基1-(2-Cl-Ph)-3-Br-5-吡唑基3-Me-Ph4-Br-Ph4-Me-Ph3-F-Ph3-F-Ph2-F-Ph3-F-Ph4-Me-Ph2-Me-Ph | 218-22O170-173 |
*关于1HNMR数据见索引表L。
索引表D
化合物 | R2 | R3 | R4 | J | m.p.℃ |
D1D2D3(Ex.1)D4D5D6D7D8D9D11D12 | HHHHHHHHHMeH | i-Prt-Bui-Pri-Pri-Pri-Pri-Pri-Pri-PrMeMe | 2-Me2-Me2-Me2-Me2-Me2-Me2-Me2-Me2-Me2-Me2-Me | 4-CF3-Ph4-CF3-Ph4-OCF3-Ph2-Me,4-CF3-Ph2-Me,4-OCF3-Ph2-Me-6-CF3-3-吡啶基1-Ph-3-CF3-5-吡唑基1-(2-Cl-Ph)-3-CF3-5-吡唑基2-Me-3-Cl-Ph1-(2-Cl-Ph)-3-CF3-5-吡唑基1-(2-Cl-Ph)-3-CF3-5-吡唑基 | 223-225260-261202-204235-236198-200240-243215-220(dec.)140-144260-261172-175193-195 |
*关于1HNMR数据见索引表L。
索引表E
化合物 | R2 | R3 | (R4)n | J | m.p.℃ |
E1E2E3E4 | HHHH | i-Pri-Pri-Pri-Pr | HH2-ClH | 4-CF3-Ph4-OCF3-Ph4-CF3-Ph2-Me,3-Cl-Ph | **** |
E6E15(Ex.5)E18E27E28E34E35E36 | HHMeHHHHEt | i-Pri-PrMeMeEti-PrNMe2Et | 2-Me2,6-Cl22,6-Br22,6-Br22,6-Br22,6-Br22,6-Cl22,6-Cl2 | 1-(2-Cl-Ph)-3-CF3-5-吡唑基l-(3-氯-2-吡啶基)-3-CF3-5-吡唑基2,6-Br2-3-NH2-4-吡啶基1-(2-Cl-Ph)-3-CF3-5-吡唑基1-(2-C1-Ph)-3-CF3-5-吡唑基1-(2-Cl-Ph)-3-CF3-5-吡唑基2,6-Cl2-3-NH2-4-吡啶基2,6-Cl2-3-NH2-4-吡啶基 | 170-173240-242208-210***** |
*关于1HNMR数据见索引表L。
索引表F
化合物 | R3 | (R4)n | J | m.p.℃ |
F1F2F3 | i-Prt-Bui-Pr | HH6-Me | 4-CF3-Ph4-CF3-Ph4-CF3-Ph | 199-200218-220 |
F4F5F6F7 | i-Pri-Prt-Bui-Pr | 4,6-Me26-MeHH | 4-CF3-Ph2-Me-4-Cl-Ph2-Me-3-Cl-Ph2-Me-3-Cl-Ph | 235-237172-174218-220 |
*关于1HNMR数据见索引表L。
索引表G
化合物 | R2 | R3 | (R4)n | J | m.p.℃ |
G1G3G5G14G15 | HHHHMe | i-PrS-CH(Ph)Mei-PrNMe2Me | 4-MeH4-Me4,6-Cl24,6-Cl2 | 4-CF3-Ph3-吡啶基1-(2-Cl-3-Ph)-3-Br-5-吡唑基4,6-Cl2-3-NH2-2-吡啶基4,6-Cl2-3-NH2-2-吡啶基 | 121-123*192-194171-172 |
*关于1HNMR数据见索引表L。
索引表H
化合物 | J | m.p.℃ |
H1 | 2-Me-4-Br-Ph | * |
*关于1HNMR数据见索引表L。
索引表I
化合物 | R2 | R3 | (R4)n | J | m.p.℃ |
I6(Ex.4) | Me | Me | 4-Me | 1-(3-氯-2-吡啶基)-3-Cl-5-吡唑基 | 232-236 |
*关于1HNMR数据见索引表L。
索引表J
化合物 | R2 | R3 | R4 | J | m.p.℃ |
J1J3 | HH | i-PrMe | MeMe | 1-(2-Cl-Ph)-3-CF3-5-吡唑基1-(2-Cl-Ph)-3-CF3-5-吡唑基 | 174-176*166-168 |
*关于1HNMR数据见索引表L。
索引表K
化合物 | R2 | R3 | R4 | J | m.p.℃ |
K3K4 | HH | Mei-Pr | MeMe | 1-(2-Cl-Ph)-3-CF3-5-吡唑基1-(2-Cl-Ph)-3-CF3-5-吡唑基 | 185-190160-162 |
*关于1HNMR数据见索引表L。
索引表L
化合物号 | 1HNMR部分谱图数据(CDCl3溶液,除非另有说明)a |
1234567 | 10.63(s,1H),5.58(d,1H)10.55(s,1H),5.60(s,1H)10.55(s,1H),5.58(d,1H)9.80(s,1H),5.60(d,1H)9.68(s,1H),5.60(s,1H)10.45(s,1H),5.60(d,1H)9.93(s,1H),5.60(d,1H) |
8910111213141516C1C2C3C4C5C6C7C8C10D10E1E2E3E4E7E8E23E24 | 9.90(s,1H),5.59(d,1H)9.83(s,1H)5.60(s,1H)9.78(s,1H),5.60(s,1H)10.57(s,1H),5.58(d,1H)10.46(s,1H),5.60(s,1H)9.85(s,1H),5.60(d,1H)9.82(s,1H),5.58(d,1H)9.76(s,1H),5.62(s,1H)9.68(s,1H),5.60(s,1H)10.19(s,1H),5.72(d,1H)10.23(s,1H),5.71(d,1H)10.23(s,1H),5.66(s,1H)9.50(s,1H),5.62(d,1H)10.18(s,1H),5.67(s,1H)10.41(s,1H),5.62(s,1H)10.36(s,1H),5.66(s,1H)9.56(s,1H),5.54(d,1H)9.56(s,1H),5.53(d,1H)12.2(brs,1H),6.0(s,1H)10.10(s,1H),6.24(s,1H)10.08(s,1H),6.30(s,1H)8.36(m,3H),7.94(d,1H),7.79(d,2H),4.36(m,1H),1.32(d,6H)10.05,1H)6.16(d,1H)7.75(d,1H),7.67(s,1H)8.23(s,1H),7.77(d,1H)(DMSO-d6)10.8(m,1H),9.5(s,1H)(DMSO-d6)10.5(s,1H) |
E25E26E27E28E29E30E31E32E33E34E35E36F1G1H1 | (DMSO-d6)10.9(s,1H)(DMSO-d6)13.4(brs,1H)9.0(s,1H),6.2(m,1H)9.25(s,1H),6.18(m,1H)(DMSO-d6)10.9(s,1H),8.55(m,1H)9.3(s,1H),6.25(t,1H)(DMSO-d6)10.75(s,1H),8.55(m,1H)(DMSO-d6)13.5(brs,1H)(DMSO-d6)10.9(m,1H),9.6(s,1H)9.5(brs,1H),6.05(d,1H)(DMSO-d6)10.9(s,1H),6.66(m,1H)10.3(s,1H)11.56(s,1H),8.41(d,1H)11.97(s,1H)5.56(d,1H) |
a1H NMR数据以ppm为单位,以四甲基甲硅烷为基准,偶联用以下符号表示:(s)-单峰、(d)-双峰、(t)-三重峰、(q)-四重峰、(m)-多重峰、(dd)-双重的双峰、(dt)-双重的三重峰、(br s)-宽单峰。
本发明的生物实施例
试验A
为了评价菜蛾(Plutella xylostella)的防治,试验单元由一小开口容器组成,其中装有12-14-天大的萝卜植株。预先对该单元进行侵染:用核芯取样器从生长有许多幼虫的硬化害虫饲料薄片上,取下一芯杆,其上的害虫饲料带有10-15只婴幼虫,将带有幼虫和饲料的芯杆转移到试验单元。随着饲料芯杆的干透,幼虫转移到试验植物上。
除非另有说明,试验化合物被配制成一溶液,其中含有10%丙酮、90%水和300ppm的X-77_Spreader Lo-Foam Formula非离子表面活性剂(Loveland Industries,Inc.),该表面活性剂中含有烷基芳基聚氧乙烯、游离脂肪酸、二醇和异丙醇。将经配制的化合物以1mL液体的形式,通过SUJ2雾化喷嘴喷出,其中1/8JJ通体(Spraying Systems Co.)被固定在每个试验单元的顶部上方1.27cm(0.5英寸)处。这些试验中的所有试验化合物都以250ppm喷雾,重复3次。将配制的试验化合物喷洒之后,将每个试验单元干燥1小时,然后将一个黑色筛帽罩于上面。这些试验单元在25℃和70%相对湿度的生长室内保持6天。然后以吃掉的叶为基础目测植物受到的侵食危害。
在被测试的化合物中,下列化合物提供了非常好到优异的植物保护水平(0-1级,10%或更低的侵食危害):
1,2,3,4,5,6,7,8,9,12,13,15,16,19,20,21,22,23,24,30,31,32,33,34,36,37,38,B1,B3,B5,B11,B12,B15,C1,C2,C3,C7,C9,C24,D1,D3,D4,D5,D6,D7,D8,D10,D11,D12,D13,D14,D18,D19,D20,D21,E5,E6,E7,E8,E9,E10,E11,E12,E13,E14,E15,E16,E17,E19,E20,E21,E22,G1,G2,G4,G5,G6,G7,G8,G9,G10,G11,G12,G13,J6,K1和K2。
试验B
为了评价草地粘虫(Spodoptera frugiperda)的防治,试验单元由装有4-5-天大的玉米植株的小开口容器组成。它们都被预先侵染(使用核芯取样器),每片害虫饲料上有10-15个1-天大的幼虫。
如试验A所述,将试验化合物配制成250ppm的溶液并喷洒。重复施用3次。喷洒之后,将试验单元保持在生长室内并如试验A所述进行目测。
在这些试验化合物中,下列化合物提供了优异的植物保护水平(10%或更低的侵食危害):
30,31,32,33,34,35,36,B10,B11,B12,B13,B14,D1,D3,D7,D8,D10,D11,D14,D15,E5,E6,E7,E9,E10,E11,E12,E13,E22,G2,G4,G5,G6,G7,G9,G10,G11,G12,G13,J6和K2。
试验C
为了评价烟草夜蛾幼虫(Heliothis virescens)的防治,试验单元由装有6-7-天大的棉花植株的小开口容器组成。它们都被预先侵染(使用核芯取样器),每片害虫饲料上有8个2-天大的幼虫。
如试验A所述,将试验化合物配制成250ppm的溶液并喷洒。重复施用3次。喷洒之后,将试验单元保持在生长室内并如试验A所述进行目测。
在这些试验化合物中,下列化合物提供了非常好到优异的植物保护水平(20%或更低的侵食危害):
31,32,33,34,35,36,37,B12,B13,B14,B15,D1,D4,D5,D6,D8,D10,D11,D12,D13,D14,D15,D18,D19,D20,D21,E5,E6,E7,E9,E10,E12,E15,E20,E21,E22,G2,G5,G6,G7,G8,G9,G10,G11,G12和G13。
试验D
为了评价对甜菜夜蛾(Spodoptera exigua)的防治,试验单元由装有4-5-天大的玉米植株的小开口容器组成。它们都被预先侵染(使用核芯取样器),每片害虫饲料上有10-15个1-天大的幼虫。
如试验A所述,将试验化合物配制成250ppm的溶液并喷洒。重复施用3次。喷洒之后,将试验单元保持在生长室内并如试验A所述进行目测。
在这些试验化合物中,下列化合物提供了非常好到优异的植物保护水平(20%或更低的侵食危害):
31,32,34,B13,B15,D1,D3,D4,D7,D8,D10,D11,D14,D19,E5,E6,E7,E9,E10,E15,E22,G1,G2,G4,G5,G6,G7,G9,G10,G11,G12,G13,D20,J6和K2。
试验E
为了评价通过接触和/或全身性方式防治绿桃蚜(Myzus persicae),试验单元由装有12-15-天大的萝卜植株的小开口容器组成。它们都被预先侵染(使用核芯取样器),每片叶上有30-40只昆虫,并且土壤用一层沙覆盖。
如试验A所述,将试验化合物配制成250ppm的溶液并喷洒。重复施用3次。喷洒之后,将试验单元保持在生长室内,然后目测昆虫死亡率。
在这些试验化合物中,下列化合物导致至少80%的死亡率:C48,E13,E14,E16,G4,G9,G10,G11和G13。
试验F
为了评价通过接触和/或全身性方式防治cotton melon aphid(Aphis gossypii),试验单元由装有6-7-天大的棉花植株的小开口容器组成。它们都被预先侵染(使用核芯取样器),每片叶上有30-40只昆虫,并且土壤用一层沙覆盖。
如试验A所述,将试验化合物配制成250ppm的溶液并喷洒。重复施用3次。喷洒之后,将试验单元保持在生长室内并如试验E所述进行目测。
在这些试验化合物中,下列化合物导致至少80%的死亡率:E9。
Claims (22)
1、式I的化合物、其N-氧化物或其适宜的盐
其中
A和B独立地是O;
J选自苯环、噻吩环、吡啶环和吡唑环,其中每个环用1-4个R5任选取代;
K与相邻键合的两个碳原子一起是用1-3个R4任选取代的选自噻吩环、吡唑环和异_唑环的5-元杂芳环,或者,K与相邻键合的两个碳原子一起是用1-3个R4任选取代的选自吡啶环和嘧啶环的6-元杂芳环;
n是1-3;
R1是H或2-甲基-4-溴-苯甲酰基;
R2是H、C1-C6烷基、C2-C6链烯基或C2-C8二烷基氨基;
R3是H或C1-C6烷基、C2-C6链烯基或C3-C6环烷基,每个用一个或多个选自以下的取代基任选取代:苯基、呋喃基或C1-C4烷硫基;或
R2和R3可以与它们相连的氮一起形成含有4-6个碳原子和任选另一个氮或氧原子的环;和
每个R4独立地是H、C1-C6烷基、C1-C6卤烷基、卤素或C2-C8二烷基氨基;或每个R4独立地是苯基,并任选用1-3个独立地选自R6的取代基取代;
每个R5独立地是H、C1-C6烷基、C1-C6卤烷基、卤素、CN、NO2、C1-C4卤烷氧基、C1-C4卤烷硫基、C1-C4卤烷基亚磺酰基、或C1-C4卤烷基磺酰基;或每个R5独立地是苯基或吡啶基,每个环用1-3个独立地选自R6的取代基任选取代;和
每个R6独立地是C1-C4烷基、卤素或CN。
2、权利要求1的化合物、其N-氧化物或其适宜的盐,其中J是用1-4个R5任选取代的苯环。
3、权利要求2的化合物、其N-氧化物或其适宜的盐,其中每个R4独立地是C1-C4烷基、C1-C4卤烷基或卤素,并且一个R4基团与K环在与NR1C(=A)J部分或C(=B)NR2R3部分相邻的原子处相连;和
每个R5独立地是H、卤素、C1-C4烷基、C1-C4卤烷基、CN、NO2、C1-C4卤烷氧基、C1-C4卤烷硫基、C1-C4卤烷基亚磺酰基或C1-C4卤烷基磺酰基;或者
每个R5独立地是苯基或吡啶基,每个环用1-3个独立地选自R6的取代基任选取代。
4、权利要求3的化合物、其N-氧化物或其适宜的盐,其中
R1是H;
R2是H或CH3;
R3是C1-C4烷基,它用一个或多个SCH3取代基任选取代;
每个R4独立地是CH3、CF3或卤素,并且一个R4基团与K环在与NR1C(=A)J部分相邻的原子处相连;
每个R5独立地是H、卤素、甲基、CF3、OCF3、OCHF2、S(O)pCF3、S(O)pCHF2、OCH2CF3、OCF2CHF2、S(O)pCH2CF3或S(O)pCF2CHF2;或苯基或吡啶基,每个环用1-3个独立地选自C1-C4烷基、卤素或CN的取代基任选取代;和
p是0、1或2。
5、权利要求4的化合物、其N-氧化物或其适宜的盐,其中R3是C1-C4烷基。
6、权利要求1的化合物、其N-氧化物或其适宜的盐,其中
J是噻吩环、吡啶环或吡唑环,每个环用1-3个R5任选取代。
7、权利要求6的化合物、其N-氧化物或其适宜的盐,其中
每个R4独立地是C1-C4烷基、C1-C4卤烷基或卤素,并且一个R4基团与K环在与NR1C(=A)J部分或C(=B)NR2R3部分相邻的原子处相连;和
每个R5独立地是H、C1-C4烷基、C1-C4卤烷基、卤素、CN、NO2、C1-C4卤烷氧基、C1-C4卤烷硫基、C1-C4卤烷基亚磺酰基或C1-C4卤烷基磺酰基;或苯基或吡啶环,每个环用R6任选取代。
9、权利要求8的化合物、其N-氧化物或其适宜的盐,其中V是N。
10、权利要求8的化合物、其N-氧化物或其适宜的盐,其中V是CH、CF、CCl或CBr。
11、权利要求9或权利要求10的化合物、其N-氧化物或其适宜的盐,其中
R1是H;
R2是H或CH3;
R3是C1-C4烷基,它用一个或多个SCH3取代基任选取代;
每个R4独立地是CH3、CF3或卤素,并且一个R4基团与K环在与NR1C(=A)J部分相邻的原子处相连;
R6是C1-C4烷基、卤素或CN;和
R7是H、CH3、CF3、OCH2CF3、OCHF2或卤素。
12、权利要求11的化合物、其N-氧化物或其适宜的盐,其中R3是C1-C4烷基;一个R4基团独立地是CH3、Cl、Br或I,并与K环在与NR1C(=A)J部分相邻的原子处相连;并且第二个任选的R4是H、F、Cl、Br、I或CF3。
13、权利要求12的化合物、其N-氧化物或其适宜的盐,其中用1-3个R5取代的J是J-6;R6是Cl或Br;并且R7是卤素、OCH2CF3或CF3。
14、权利要求13的化合物、其N-氧化物或其适宜的盐,其中V是N;R3是甲基、乙基、异丙基或叔丁基;并且R7是Br、Cl、OCH2CF3或CF3。
15、权利要求12的化合物、其N-氧化物或其适宜的盐,其中用1-3个R5取代的J是J-7;R6是Cl或Br;并且R9是CF3、CHF2、CH2CF3或CF2CHF2。
16、权利要求12的化合物、其N-氧化物或其适宜的盐,其中用1-3个R5取代的J是J-8;R6是Cl或Br;并且R7是卤素、OCH2CF3或CF3。
17、权利要求12的化合物、其N-氧化物或其适宜的盐,其中用1-3个R5取代的J是J-10;R6是Cl或Br;并且R9是CF3、CHF2、CH2CF3或CF2CHF2。
18、权利要求1的化合物、其N-氧化物或其适宜的盐,其中所述的化合物选自:
4-[[[1-(2-氯苯基)-3-(三氟甲基)-1H-吡唑-5-基]羰基]氨基]-5-甲基-N-1-甲基乙基)-3-吡啶甲酰胺;
4-甲基-N-(1-甲基乙基)-3-[[2-甲基-4-(三氟甲基)苯甲酰基]氨基]-2-噻吩甲酰胺;
1-甲基-N-(1-甲基乙基)-5-[[4-(三氟甲氧基)苯甲酰基]氨基]-1H-吡唑-4-甲酰胺;
2,6-二氯-3-[[[1-(3-氯-2-吡啶基)-3-(三氟甲基)-1H-吡唑-5-基]羰基]氨基]-N-(1-甲基乙基)-4-吡啶甲酰胺;
5-[[[3-氯-1-(3-氯-2-吡啶基)-1H-吡唑-5-基]羰基]氨基]-N,6-二甲基-4-嘧啶甲酰胺。
19、一种防治农业环境及不包括人体内和动物体内的非农业环境中的无脊椎害虫的方法,包括用生物有效量的权利要求1的化合物、其N-氧化物或其适宜的盐接触无脊椎害虫或其环境。
20、权利要求19的方法,还包括使用生物有效量的至少一种防治无脊椎害虫的其它化合物或试剂。
21、一种防治无脊椎害虫的组合物,包括生物有效量的权利要求1的化合物、其N-氧化物或其适宜的盐和至少一种选自表面活性剂、固体稀释剂和液体稀释剂的其它组分。
22、权利要求21的组合物,还包括生物有效量的至少一种防治无脊椎害虫的其它化合物或试剂。
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US27347401P | 2001-03-05 | 2001-03-05 | |
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CN (1) | CN100352808C (zh) |
AR (1) | AR035763A1 (zh) |
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BR (1) | BR0207996A (zh) |
CA (1) | CA2437840A1 (zh) |
ES (1) | ES2364550T3 (zh) |
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CN1494530A (zh) | 2004-05-05 |
BR0207996A (pt) | 2004-03-02 |
KR100874324B1 (ko) | 2008-12-18 |
CA2437840A1 (en) | 2002-09-12 |
ATE509913T1 (de) | 2011-06-15 |
IL156994A0 (en) | 2004-02-08 |
EP1373210B1 (en) | 2011-05-18 |
ZA200305582B (en) | 2004-07-19 |
JP4370098B2 (ja) | 2009-11-25 |
PL364660A1 (en) | 2004-12-13 |
AU2002254107B2 (en) | 2006-12-21 |
AR035763A1 (es) | 2004-07-07 |
JP2004521924A (ja) | 2004-07-22 |
MXPA03007935A (es) | 2003-12-04 |
ES2364550T3 (es) | 2011-09-06 |
TWI234561B (en) | 2005-06-21 |
WO2002070483A1 (en) | 2002-09-12 |
KR20030081492A (ko) | 2003-10-17 |
EP1373210A1 (en) | 2004-01-02 |
HUP0303183A2 (hu) | 2003-12-29 |
RU2003129504A (ru) | 2005-02-27 |
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