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

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
BR112012020146A2 (pt) * 2010-02-12 2020-08-18 Exxonmobil Chemical Patents Inc catalisador de metátese e processos para uso do mesmo.
HK1197066A1 (zh) * 2011-06-03 2015-01-02 Massachusetts Institute Of Technology Z選擇性關環複分解反應
EP2639219B1 (en) * 2012-03-14 2016-08-10 Umicore AG & Co. KG Ruthenium-based metathesis catalysts and precursors for their preparation
EP2866936A4 (en) * 2012-06-28 2016-04-06 Exxonmobil Chem Patents Inc METATHESIS CATALYST AND METHOD FOR ITS USE
US9938253B2 (en) 2013-06-12 2018-04-10 Trustees Of Boston College Catalysts for efficient Z-selective metathesis
WO2019105338A1 (zh) * 2017-12-01 2019-06-06 天地融科技股份有限公司 数据发送电路、数据接收电路以及装置

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.
KR100823365B1 (ko) 1999-05-24 2008-04-17 캘리포니아 인스티튜트 오브 테크놀로지 이미다졸리딘계 금속 카르벤 복분해 촉매
WO2002014376A2 (en) 2000-08-10 2002-02-21 Trustees Of Boston College Recyclable metathesis catalysts
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
WO2005016524A2 (de) * 2003-08-11 2005-02-24 Merck Patent Gmbh Immobilisierte immidazole und ruthenium-katalysatoren
AU2005228434A1 (en) * 2004-03-29 2005-10-13 California Institute Of Technology Latent, high-activity olefin metathesis catalysts containing an N-heterocyclic carbene ligand

Also Published As

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

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Effective date: 20210618