CA2534324A1 - Ruthenium metathesis catalysts - Google Patents

Ruthenium metathesis catalysts Download PDF

Info

Publication number
CA2534324A1
CA2534324A1 CA002534324A CA2534324A CA2534324A1 CA 2534324 A1 CA2534324 A1 CA 2534324A1 CA 002534324 A CA002534324 A CA 002534324A CA 2534324 A CA2534324 A CA 2534324A CA 2534324 A1 CA2534324 A1 CA 2534324A1
Authority
CA
Canada
Prior art keywords
metathesis catalysts
catalysts
ruthenium metathesis
metathesis
formula
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.)
Granted
Application number
CA002534324A
Other languages
French (fr)
Other versions
CA2534324C (en
Inventor
Dieter Arlt
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.)
Boehringer Ingelheim International GmbH
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2534324A1 publication Critical patent/CA2534324A1/en
Application granted granted Critical
Publication of CA2534324C publication Critical patent/CA2534324C/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
    • C07C69/708—Ethers
    • C07C69/712—Ethers the hydroxy group of the ester being etherified with a hydroxy compound having the hydroxy group bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/10—Systems containing only non-condensed rings with a five-membered ring the ring being unsaturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

The invention relates to novel compounds of formula (1), the preparation thereof, intermediate products for the preparation thereof, and the use of the compounds of formula (1) as catalysts in different metathesis reactions. Said novel metathesis catalysts are obtained from easily accessible starting products, have a high level of activity, and can be used for any type of metathesis reaction.

Claims
CA2534324A 2003-08-02 2004-07-23 Ruthenium metathesis catalysts Expired - Fee Related CA2534324C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10335416A DE10335416A1 (en) 2003-08-02 2003-08-02 New ruthenium complexes containing an o-hydrocarbyloxycarbonylmethoxy-benzylidene ligand, used as catalysts for metathesis reactions, e.g. ring-closure metathesis and cross metathesis reactions
DE10335416.6 2003-08-02
PCT/EP2004/008388 WO2005016944A1 (en) 2003-08-02 2004-07-23 Novel metathesis catalysts

Publications (2)

Publication Number Publication Date
CA2534324A1 true CA2534324A1 (en) 2005-02-24
CA2534324C CA2534324C (en) 2012-11-27

Family

ID=34072033

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2534324A Expired - Fee Related CA2534324C (en) 2003-08-02 2004-07-23 Ruthenium metathesis catalysts

Country Status (8)

Country Link
EP (1) EP1654266B1 (en)
JP (1) JP4629040B2 (en)
CN (1) CN100455590C (en)
AT (1) ATE397614T1 (en)
CA (1) CA2534324C (en)
DE (2) DE10335416A1 (en)
DK (1) DK1654266T3 (en)
WO (1) WO2005016944A1 (en)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003044060A2 (en) 2001-11-15 2003-05-30 Materia, Inc. Chelating carbene ligand precursors and their use in the synthesis of metathesis catalysts
DE102006043704A1 (en) * 2006-09-18 2008-03-27 Umicore Ag & Co. Kg New metathesis catalysts
BRPI0820733A2 (en) * 2007-12-21 2015-06-16 Hoffmann La Roche Process for macrocycle preparation
WO2009124853A1 (en) * 2008-04-11 2009-10-15 F. Hoffmann-La Roche Ag New ruthenium complexes as catalysts for metathesis reactions
EP2255877B1 (en) * 2009-05-07 2014-09-24 Umicore AG & Co. KG Method for preparation of ruthenium-based metathesis catalysts with chelating alkylidene ligands
WO2010127964A1 (en) * 2009-05-07 2010-11-11 F. Hoffmann-La Roche Ag Process for the preparation of ruthenium metathesis complex catalysts
EP2289623A1 (en) * 2009-08-31 2011-03-02 LANXESS Deutschland GmbH Metathesis of nitrile rubbers in the presence of transition metal catalysts
EP2289621A1 (en) * 2009-08-31 2011-03-02 LANXESS Deutschland GmbH Process for the preparation of low molecular weight hydrogenated nitrile rubber
EP2289622A1 (en) * 2009-08-31 2011-03-02 LANXESS Deutschland GmbH Ruthenium based catalysts for the metathesis of nitrile rubbers
WO2011079439A1 (en) * 2009-12-30 2011-07-07 Zannan Scitech Co., Ltd. Highly active metathesis catalysts selective for romp and rcm reactions
EP2361683A1 (en) * 2010-01-29 2011-08-31 Umicore AG & Co. KG Process for preparation of ruthenium-based carbene catalysts with chelating alkylidene ligands
JP5569147B2 (en) * 2010-05-27 2014-08-13 Ｊｓｒ株式会社 Method for producing cyclic olefin ring-opening polymer
CN104169322B (en) * 2012-03-16 2016-08-31 日本瑞翁株式会社 The manufacture method of Romp polymer hydride and resin combination
KR20150034679A (en) * 2012-06-29 2015-04-03 아페이론 신세시스 에스.아. Metal complexes, their application and methods of carrying out a metathesis reaction

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59118721A (en) * 1982-12-25 1984-07-09 Nippon Zeon Co Ltd Process for addition reaction of unsaturated compound
ATE448019T1 (en) * 2000-08-10 2009-11-15 Trustees Boston College REUSABLE METHATHESIS CATALYSTS
DE10137051A1 (en) * 2001-07-31 2003-02-20 Bayer Ag New transition metal complexes with 2-alkoxybenzylidene ligands and hydrogenated imidazole ligands, useful as catalysts in metathesis reactions

Also Published As

Publication number Publication date
ATE397614T1 (en) 2008-06-15
DE10335416A1 (en) 2005-02-17
JP2007501199A (en) 2007-01-25
EP1654266B1 (en) 2008-06-04
WO2005016944A1 (en) 2005-02-24
DK1654266T3 (en) 2008-09-15
DE502004007329D1 (en) 2008-07-17
CN1829726A (en) 2006-09-06
CN100455590C (en) 2009-01-28
CA2534324C (en) 2012-11-27
EP1654266A1 (en) 2006-05-10
JP4629040B2 (en) 2011-02-09

Similar Documents

Publication Publication Date Title
CA2534324A1 (en) Ruthenium metathesis catalysts
MY127285A (en) Ruthenium complexes as (pre)catalysts for metathesis reactions
CA2542292A1 (en) Triterpene compounds which are effective on improvement of brain function
WO2003016321A3 (en) Novel phosphite compounds and novel phosphite metal complexes
AU2182001A (en) Catalysts for hydrosilylation reactions
WO2007025709A3 (en) Organic compounds
EP2078721A3 (en) Thieno-pyrimidime compounds having fungicidal activity
WO2005076744A3 (en) Method for the preparation of peptide-oligonucleotide conjugates
TW200720238A (en) Intramolecular prins reaction and catalysts suitable therefor (citronellall to isopulegol)
CA2450093A1 (en) Stable polymorph of flibanserin, technical process for its preparation and the use thereof for preparing medicaments
WO2008047249A3 (en) Alpha-galactosylceramide analogs, their methods of manufacture, intermediate compounds useful in these methods, and pharmaceutical compositions containing them
PL1753719T3 (en) Substituted pyrrolidine-2-ones
WO2007002722A3 (en) Synthesis of anastrozole and purification of one of its intermediate
WO2004014550A3 (en) Novel nickel-carbene, palladium-carbene and platinum-carbene complexes, their production and use in catalytic reactions
WO2002055195A3 (en) Asymmetric ruthenium hydrogenation catalysts and processes
HK1077827A1 (en) Diazabicyclononane and-decane derivatives their use as opioid receptor ligands
WO2005091697A3 (en) Thiourea compositions and uses thereof
WO2005007662A3 (en) Biphosphine ruthenium complexes with chiral diamine ligande as catalysts
WO2004106307A3 (en) Novel imidazole derivatives, the production thereof, and the use of the same as a medicament
WO2005007635A8 (en) Combretastatin derivatives with cytotoxic action
WO2007054483A8 (en) Preparation of catalysts
WO2004069145A3 (en) Anticancer compounds, process for their preparation and pharmaceutical compositions containing them
WO2012013208A8 (en) Novel stable and highly tunable metathesis catalysts
WO2007020221A3 (en) Amino-phosphinoalkyl-ferrocenes and their use as ligands in catalysts for asymmetric reactions
WO2004089281A3 (en) Novel polymorphs of tolterodine tartrate

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed

Effective date: 20160725