FR2983475B1 - PROCESS FOR THE METATHESIS OF ALPHA LINEAR OLEFINS USING AN RUTHENIUM COMPLEX COMPRISING A DISSYMETRIC N-HETEROCYCLIC CARBENE - Google Patents

PROCESS FOR THE METATHESIS OF ALPHA LINEAR OLEFINS USING AN RUTHENIUM COMPLEX COMPRISING A DISSYMETRIC N-HETEROCYCLIC CARBENE

Info

Publication number
FR2983475B1
FR2983475B1 FR1103696A FR1103696A FR2983475B1 FR 2983475 B1 FR2983475 B1 FR 2983475B1 FR 1103696 A FR1103696 A FR 1103696A FR 1103696 A FR1103696 A FR 1103696A FR 2983475 B1 FR2983475 B1 FR 2983475B1
Authority
FR
France
Prior art keywords
ruthenium complex
dissymetric
metathesis
heterocyclic carbene
linear olefins
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
FR1103696A
Other languages
French (fr)
Other versions
FR2983475A1 (en
Inventor
Mikael Berthod
Helene Olivier-Bourbigou
Etienne Borre
Marc Mauduit
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.)
Centre National de la Recherche Scientifique CNRS
IFP Energies Nouvelles IFPEN
Ecole Nationale Superieure de Chimie de Rennes
Original Assignee
Centre National de la Recherche Scientifique CNRS
IFP Energies Nouvelles IFPEN
Ecole Nationale Superieure de Chimie de Rennes
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 Centre National de la Recherche Scientifique CNRS, IFP Energies Nouvelles IFPEN, Ecole Nationale Superieure de Chimie de Rennes filed Critical Centre National de la Recherche Scientifique CNRS
Priority to FR1103696A priority Critical patent/FR2983475B1/en
Priority to PCT/FR2012/000458 priority patent/WO2013079820A1/en
Publication of FR2983475A1 publication Critical patent/FR2983475A1/en
Application granted granted Critical
Publication of FR2983475B1 publication Critical patent/FR2983475B1/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
    • C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
    • C07C6/02—Metathesis reactions at an unsaturated carbon-to-carbon bond
    • C07C6/04—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • C07C2531/24—Phosphines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention relates to a method for metathesizing identical or different linear alpha olefins into linear internal olefins having excellent selectivity, using a ruthenium complex comprising an asymmetrical N-heterocyclic carbine as a catalyst, wherein one of the nitrogen atoms has a cycloalkyl grouping having a carbon number greater than 3 and the other nitrogen atom has an aryl grouping.
FR1103696A 2011-12-02 2011-12-02 PROCESS FOR THE METATHESIS OF ALPHA LINEAR OLEFINS USING AN RUTHENIUM COMPLEX COMPRISING A DISSYMETRIC N-HETEROCYCLIC CARBENE Expired - Fee Related FR2983475B1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
FR1103696A FR2983475B1 (en) 2011-12-02 2011-12-02 PROCESS FOR THE METATHESIS OF ALPHA LINEAR OLEFINS USING AN RUTHENIUM COMPLEX COMPRISING A DISSYMETRIC N-HETEROCYCLIC CARBENE
PCT/FR2012/000458 WO2013079820A1 (en) 2011-12-02 2012-11-14 Method for metathesizing linear alpha olefins using a ruthenium complex comprising an asymmetrical n-heterocyclic carbene

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR1103696A FR2983475B1 (en) 2011-12-02 2011-12-02 PROCESS FOR THE METATHESIS OF ALPHA LINEAR OLEFINS USING AN RUTHENIUM COMPLEX COMPRISING A DISSYMETRIC N-HETEROCYCLIC CARBENE

Publications (2)

Publication Number Publication Date
FR2983475A1 FR2983475A1 (en) 2013-06-07
FR2983475B1 true FR2983475B1 (en) 2014-01-17

Family

ID=47436024

Family Applications (1)

Application Number Title Priority Date Filing Date
FR1103696A Expired - Fee Related FR2983475B1 (en) 2011-12-02 2011-12-02 PROCESS FOR THE METATHESIS OF ALPHA LINEAR OLEFINS USING AN RUTHENIUM COMPLEX COMPRISING A DISSYMETRIC N-HETEROCYCLIC CARBENE

Country Status (2)

Country Link
FR (1) FR2983475B1 (en)
WO (1) WO2013079820A1 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3005049B1 (en) * 2013-04-26 2015-04-10 IFP Energies Nouvelles PROCESS FOR THE METATHESIS OF OLEFINS FROM FISCHER-TROPSCH CUTS USING AN RUTHENIUM COMPLEX COMPRISING A DISSYMMETRIC N-HETEROCYCLIC DIAMINOCARBENE
US11891517B2 (en) 2020-03-10 2024-02-06 Exxonmobil Chemical Patents Inc. Wax compositions comprising linear olefin dimers or hydrogenated variants thereof and methods for production thereof

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19815275B4 (en) * 1998-04-06 2009-06-25 Evonik Degussa Gmbh Alkylidene complexes of ruthenium with N-heterocyclic carbene ligands and their use as highly active, selective catalysts for olefin metathesis
JP2004500364A (en) 1999-12-21 2004-01-08 サゾル　テクノロジー（プロプライアタリー）リミティド Conversion method for converting short chain olefins to long chain olefins
CN101460513B (en) 2005-12-16 2014-08-27 马特里亚公司 Organometallic ruthenium complexes and related methods for the preparation of tetra-substituted and other hindered olefins
EP2498908A4 (en) 2009-11-09 2013-08-14 Exxonmobil Chem Patents Inc Metathesis catalysts and processes for use thereof

Also Published As

Publication number Publication date
WO2013079820A1 (en) 2013-06-06
FR2983475A1 (en) 2013-06-07

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