CA2655575C - New ruthenium complexes as catalysts for metathesis reactions - Google Patents

New ruthenium complexes as catalysts for metathesis reactions Download PDF

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Publication number
CA2655575C
CA2655575C CA2655575A CA2655575A CA2655575C CA 2655575 C CA2655575 C CA 2655575C CA 2655575 A CA2655575 A CA 2655575A CA 2655575 A CA2655575 A CA 2655575A CA 2655575 C CA2655575 C CA 2655575C
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CA
Canada
Prior art keywords
alkyl
aryl
mmol
compound
halogen
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 - Fee Related
Application number
CA2655575A
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English (en)
French (fr)
Other versions
CA2655575A1 (en
Inventor
Kurt Puentener
Michelangelo Scalone
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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 F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of CA2655575A1 publication Critical patent/CA2655575A1/en
Application granted granted Critical
Publication of CA2655575C publication Critical patent/CA2655575C/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • 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
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0046—Ruthenium compounds
    • 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
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • 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
    • B01J31/2265—Carbenes or carbynes, i.e.(image)
    • 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
    • B01J31/2265—Carbenes or carbynes, i.e.(image)
    • B01J31/2269—Heterocyclic carbenes
    • 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
    • B01J31/2265—Carbenes or carbynes, i.e.(image)
    • B01J31/2269—Heterocyclic carbenes
    • B01J31/2273—Heterocyclic carbenes with only nitrogen as heteroatomic ring members, e.g. 1,3-diarylimidazoline-2-ylidenes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • 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
    • B01J2231/50—Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
    • B01J2231/54—Metathesis reactions, e.g. olefin metathesis
    • 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
    • B01J2531/82—Metals of the platinum group
    • B01J2531/821—Ruthenium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyrrole Compounds (AREA)
CA2655575A 2006-06-30 2007-06-18 New ruthenium complexes as catalysts for metathesis reactions Expired - Fee Related CA2655575C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP06116373.9 2006-06-30
EP06116373 2006-06-30
PCT/EP2007/055995 WO2008000644A1 (en) 2006-06-30 2007-06-18 New ruthenium complexes as catalysts for metahesis reactions

Publications (2)

Publication Number Publication Date
CA2655575A1 CA2655575A1 (en) 2008-01-03
CA2655575C true CA2655575C (en) 2014-07-29

Family

ID=38475927

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2655575A Expired - Fee Related CA2655575C (en) 2006-06-30 2007-06-18 New ruthenium complexes as catalysts for metathesis reactions

Country Status (15)

Country Link
US (1) US7781586B2 (https=)
EP (1) EP2044095B1 (https=)
JP (1) JP5323691B2 (https=)
KR (1) KR101461682B1 (https=)
CN (1) CN101479283B (https=)
AT (1) ATE440852T1 (https=)
AU (1) AU2007263808B2 (https=)
BR (1) BRPI0713871B1 (https=)
CA (1) CA2655575C (https=)
DE (1) DE602007002199D1 (https=)
ES (1) ES2329424T3 (https=)
IL (1) IL195868A (https=)
MX (1) MX2008016069A (https=)
TW (1) TWI422430B (https=)
WO (1) WO2008000644A1 (https=)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5314753B2 (ja) * 2008-05-22 2013-10-16 リミテッド・ライアビリティ・カンパニー・”ユナイテッド・リサーチ・アンド・デベロップメント・センター” ジシクロペンタジエンのメタセシス重合触媒、その製造方法および重合方法
US9024034B2 (en) 2009-11-09 2015-05-05 Exxonmobil Chemical Patents Inc. Metathesis catalysts and processes for use thereof
US8809563B2 (en) 2009-11-09 2014-08-19 Exxonmobil Chemical Patents Inc. Metathesis catalyst and process for use thereof
EP2533899A4 (en) * 2010-02-12 2013-08-07 Exxonmobil Chem Patents Inc METATHESIS CATALYST AND METHOD OF USE THEREOF
CN103797009B (zh) * 2011-06-03 2017-04-26 麻省理工学院 Z‑选择性闭环复分解反应
EP2639219B1 (en) * 2012-03-14 2016-08-10 Umicore AG & Co. KG Ruthenium-based metathesis catalysts and precursors for their preparation
CN104394987A (zh) * 2012-06-28 2015-03-04 埃克森美孚化学专利公司 复分解催化剂及其使用方法
EP3008078B1 (en) 2013-06-12 2018-12-19 Trustees of Boston College Catalysts for efficient z-selective metathesis
JP7117375B2 (ja) * 2017-12-01 2022-08-12 天地融科技股▲ふん▼有限公司 データ送信回路、データ受信回路及び装置

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2209185T3 (es) * 1997-06-27 2004-06-16 Ciba Specialty Chemicals Holding Inc. Catalizadores de rutenio y osmio.
EP1180108B1 (en) 1999-05-24 2003-08-27 California Institute Of Technology Imidazolidine-based metal carbene metathesis catalysts
JP3943015B2 (ja) 2000-08-10 2007-07-11 トラスティーズ オブ ボストン カレッジ リサイクル可能メタセシス触媒
PL199412B1 (pl) 2002-10-15 2008-09-30 Boehringer Ingelheim Int Nowe kompleksy rutenu jako (pre)katalizatory reakcji metatezy, pochodne 2-alkoksy-5-nitrostyrenu jako związki pośrednie i sposób ich wytwarzania
US20060293526A1 (en) * 2003-08-11 2006-12-28 Merk Patent Gmbh Immobilised imidazoles and ruthenium catalysts
MXPA06011302A (es) * 2004-03-29 2007-01-16 Materia Inc Catalizadores de metatesis de olefinas de alta actividad, latentes que contienen un ligando de carbeno n-heterociclico.

Also Published As

Publication number Publication date
TWI422430B (zh) 2014-01-11
ES2329424T3 (es) 2009-11-25
TW200810832A (en) 2008-03-01
US20080021219A1 (en) 2008-01-24
EP2044095A1 (en) 2009-04-08
ATE440852T1 (de) 2009-09-15
EP2044095B1 (en) 2009-08-26
JP2009541414A (ja) 2009-11-26
BRPI0713871B1 (pt) 2016-12-06
IL195868A (en) 2013-02-28
DE602007002199D1 (de) 2009-10-08
KR20090024737A (ko) 2009-03-09
BRPI0713871A2 (pt) 2012-12-18
KR101461682B1 (ko) 2014-11-13
JP5323691B2 (ja) 2013-10-23
MX2008016069A (es) 2009-01-15
IL195868A0 (en) 2009-09-01
CN101479283B (zh) 2012-07-04
AU2007263808A1 (en) 2008-01-03
AU2007263808B2 (en) 2012-04-19
CN101479283A (zh) 2009-07-08
CA2655575A1 (en) 2008-01-03
WO2008000644A1 (en) 2008-01-03
US7781586B2 (en) 2010-08-24

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