DE69128528D1 - Chirale katalysatoren und dadurch katalysierte epoxydierungsreaktionen - Google Patents

Chirale katalysatoren und dadurch katalysierte epoxydierungsreaktionen

Info

Publication number
DE69128528D1
DE69128528D1 DE69128528T DE69128528T DE69128528D1 DE 69128528 D1 DE69128528 D1 DE 69128528D1 DE 69128528 T DE69128528 T DE 69128528T DE 69128528 T DE69128528 T DE 69128528T DE 69128528 D1 DE69128528 D1 DE 69128528D1
Authority
DE
Germany
Prior art keywords
epoxyding
chiral catalysts
reactions catalyzed
catalysts
chiral
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
DE69128528T
Other languages
English (en)
Other versions
DE69128528T2 (de
Inventor
Eric Jacobsen
Wei Zhang
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Research Corp Technologies Inc
Original Assignee
Research Corp Technologies Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Research Corp Technologies Inc filed Critical Research Corp Technologies Inc
Publication of DE69128528D1 publication Critical patent/DE69128528D1/de
Application granted granted Critical
Publication of DE69128528T2 publication Critical patent/DE69128528T2/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • B01J31/2243—At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
    • C07C251/24—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C07D301/02—Synthesis of the oxirane ring
    • C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/14—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic peracids, or salts, anhydrides or esters thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/48—Compounds containing oxirane rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/10—Spiro-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F13/00—Compounds containing elements of Groups 7 or 17 of the Periodic Table
    • C07F13/005—Compounds without a metal-carbon linkage
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F19/00—Metal compounds according to more than one of main groups C07F1/00 - C07F17/00
    • C07F19/005—Metal compounds according to more than one of main groups C07F1/00 - C07F17/00 without metal-C linkages
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/70—Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues
    • B01J2231/72—Epoxidation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
    • B01J2531/0241—Rigid ligands, e.g. extended sp2-carbon frameworks or geminal di- or trisubstitution
    • B01J2531/0252—Salen ligands or analogues, e.g. derived from ethylenediamine and salicylaldehyde
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/60—Complexes comprising metals of Group VI (VIA or VIB) as the central metal
    • B01J2531/62—Chromium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/70—Complexes comprising metals of Group VII (VIIB) as the central metal
    • B01J2531/72—Manganese
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/84—Metals of the iron group
    • B01J2531/842—Iron
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/84—Metals of the iron group
    • B01J2531/845—Cobalt
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/84—Metals of the iron group
    • B01J2531/847—Nickel
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Catalysts (AREA)
  • Epoxy Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
DE69128528T 1990-03-21 1991-03-21 Chirale katalysatoren und dadurch katalysierte epoxydierungsreaktionen Expired - Lifetime DE69128528T2 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US49699290A 1990-03-21 1990-03-21
PCT/US1991/001897 WO1991014694A1 (en) 1990-03-21 1991-03-21 Chiral catalysts and epoxidation reactions catalyzed thereby

Publications (2)

Publication Number Publication Date
DE69128528D1 true DE69128528D1 (de) 1998-02-05
DE69128528T2 DE69128528T2 (de) 1998-07-30

Family

ID=23975023

Family Applications (1)

Application Number Title Priority Date Filing Date
DE69128528T Expired - Lifetime DE69128528T2 (de) 1990-03-21 1991-03-21 Chirale katalysatoren und dadurch katalysierte epoxydierungsreaktionen

Country Status (10)

Country Link
EP (1) EP0521099B1 (de)
JP (2) JP3487847B2 (de)
AT (1) ATE161538T1 (de)
AU (1) AU648301B2 (de)
CA (1) CA2077541C (de)
DE (1) DE69128528T2 (de)
DK (1) DK0521099T3 (de)
ES (1) ES2113374T3 (de)
GR (1) GR3032114T3 (de)
WO (1) WO1991014694A1 (de)

Families Citing this family (40)

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DE69232443T2 (de) * 1991-08-26 2002-10-31 Res Corp Technologies Inc Herstellung von epoxchromanen mit einem chiralen katalysator
US5352814A (en) * 1991-08-30 1994-10-04 Nissan Chemical Industries, Ltd. Asymmetric epoxidation reaction
FI930148A (fi) * 1992-01-18 1993-07-19 Hoechst Ag Foerfarande foer enantioselektiv epoxidation av i 6-staellning substituerade kromener
GB9203596D0 (en) * 1992-02-20 1992-04-08 Smithkline Beecham Plc Novel process
CN1043425C (zh) * 1992-08-06 1999-05-19 史密丝克莱恩比彻姆有限公司 亚水杨基氨基过渡金属配合物及其制法
NZ262960A (en) * 1993-04-02 1997-06-24 Nissan Chemical Ind Ltd Cardiac medicament comprising pyranobenzoazole derivatives
US6031115A (en) * 1993-05-14 2000-02-29 Smithkline Beecham Plc Process for preparing epoxides
ATE169330T1 (de) * 1993-06-19 1998-08-15 Ciba Geigy Ag Inhibierung der wiederabsorption von migrierenden farbstoffen in der waschlösung
BR9506864A (pt) * 1994-02-04 1997-09-09 Smithkline Beecham Plc Processo para epoxidar olefinas proquirais e um catalisador para as mesmas e intermdiários para produzir o catalisador
US5599957A (en) * 1994-02-23 1997-02-04 Nissan Chemical Industries, Ltd. Asymmetric epoxidation reaction
ES2221665T3 (es) * 1994-07-21 2005-01-01 Ciba Specialty Chemicals Holding Inc. Composicion de blanqueo de tejidos.
US5786496A (en) * 1994-08-22 1998-07-28 Northwestern University High oxidation state metal oxo complexes of the PHAB ligand
GB9425296D0 (en) * 1994-12-15 1995-02-15 Ciba Geigy Ag Inhibition of dye migration
US6262278B1 (en) 1995-03-14 2001-07-17 President And Fellows Of Harvard College Stereoselective ring opening reactions
US5665890A (en) * 1995-03-14 1997-09-09 President And Fellows Of Harvard College Stereoselective ring opening reactions
NZ333870A (en) 1996-07-26 2000-08-25 Nissan Chemical Ind Ltd 4-amino substituted chroman derivatives
DE19719397A1 (de) * 1997-05-07 1998-11-12 Clariant Gmbh Bleichaktive Metall-Komplexe
US5981424A (en) * 1997-07-31 1999-11-09 Sunoco, Inc. (R&M) Catalysts for hydroxylation and ammination of aromatics using molecular oxygen as the terminal oxidant without coreductant
ES2229466T3 (es) * 1997-09-09 2005-04-16 Ciba Specialty Chemicals Holding Inc. Metodo para el cuidado del tejido.
TW408203B (en) 1998-04-06 2000-10-11 Ciba Sc Holding Ag Process for treating textile materials and the relevant compounds
US6521561B1 (en) * 1998-05-01 2003-02-18 President And Fellows Of Harvard College Main-group metal based asymmetric catalysts and applications thereof
DE69921815T2 (de) 1998-06-03 2005-11-10 Nissan Chemical Industries, Ltd. Indanderivate
JP2002030079A (ja) * 1999-08-03 2002-01-29 Mitsubishi Chemicals Corp 光学活性１，２−二置換−２，３−エポキシプロパン類の製造法
AU7319800A (en) 1999-09-24 2001-04-24 Nissan Chemical Industries Ltd. 4-oxybenzopyran derivative
EP1218367A1 (de) 1999-10-05 2002-07-03 Nissan Chemical Industries, Ltd. 4-oxobenzopyranderivate
WO2001089690A1 (en) * 2000-05-24 2001-11-29 Rstech Co., Ltd. Novel chiral salen catalysts, and a process for preparing chiral compounds from racemic epoxides for using them
KR100342659B1 (en) * 2000-12-15 2002-07-04 Rstech Co Ltd Chiral polymer salene catalyst and process for preparing chiral compounds from racemic epoxide using the same
ATE305930T1 (de) 2001-06-25 2005-10-15 Nissan Chemical Ind Ltd Substituierte benzopyran derivate gegen arrhythmie
US7368582B2 (en) 2003-10-17 2008-05-06 Solvay Pharmaceuticals Gmbh Amidomethyl-substituted 2-(4-sulfonylamino)-3-hydroxy-3,4-dihydro-2H-chromen-6-yl compounds, a process and intermediates for their production, and pharmaceutical compositions containing them
FR2875500A1 (fr) * 2004-09-21 2006-03-24 Centre Nat Rech Scient Complexe chiraux macrocycliques utilisables comme catalyseurs
US7714150B2 (en) 2005-04-12 2010-05-11 Solvay Pharmaceuticals Gmbh Aminoalkyl-amidomethyl-substituted 2-(4-sulphonylamino)-3-hydroxy-3,4-dihydro-2H-chroman-6-yl derivatives
JP2008255086A (ja) * 2007-03-10 2008-10-23 Nissan Chem Ind Ltd 光学活性エポキシ化合物の製造方法
KR102089887B1 (ko) 2008-09-08 2020-03-16 사우디 아람코 테크놀로지스 컴퍼니 폴리카보네이트 폴리올 조성물
EP2264024A1 (de) 2008-10-14 2010-12-22 LEK Pharmaceuticals d.d. Verfahren zur Herstellung einer enantiomerisch-angereicherte Protonpumpenhemmer
TWI426090B (zh) * 2011-05-31 2014-02-11 Tsrc Corp 製造環氧化聚合物的方法
WO2013012895A1 (en) * 2011-07-18 2013-01-24 Novomer, Inc. Metal complexes
CN104781268B (zh) 2012-08-24 2019-05-21 沙特阿美技术公司 金属络合物
JP6306150B2 (ja) * 2013-04-17 2018-04-04 リライアンス、インダストリーズ、リミテッドＲｅｌｉａｎｃｅ Ｉｎｄｕｓｔｒｉｅｓ Ｌｉｍｉｔｅｄ 遷移金属を応用した画期的前駆触媒およびその調製プロセス
WO2018151019A1 (ja) * 2017-02-14 2018-08-23 セントラル硝子株式会社 立体選択的な二置換ハロゲン化エポキシドの製造方法
US11180609B2 (en) 2018-08-02 2021-11-23 Saudi Aramco Technologies Company Sustainable polymer compositions and methods

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FR2588265B3 (fr) * 1985-10-04 1988-01-15 Inst Francais Du Petrole Procede d'adoucissement d'une charge d'hydrocarbures contenant des produits soufres
DE3539268A1 (de) * 1985-11-06 1987-05-07 Degussa Verfahren zur katalytischen epoxidation von olefinen mit wasserstoffperoxid

Also Published As

Publication number Publication date
DK0521099T3 (da) 1998-09-07
GR3032114T3 (en) 2000-04-27
JPH05507645A (ja) 1993-11-04
ES2113374T3 (es) 1998-05-01
AU7555391A (en) 1991-10-21
CA2077541C (en) 1998-08-18
ATE161538T1 (de) 1998-01-15
EP0521099B1 (de) 1997-12-29
EP0521099A1 (de) 1993-01-07
JP2004148290A (ja) 2004-05-27
WO1991014694A1 (en) 1991-10-03
EP0521099A4 (en) 1993-10-20
JP3487847B2 (ja) 2004-01-19
AU648301B2 (en) 1994-04-21
CA2077541A1 (en) 1991-09-22
DE69128528T2 (de) 1998-07-30

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