Article (Scientific journals)
Ruthenium–arene catalysts bearing N-heterocyclic carbene ligands for olefin cyclopropanation and metathesis
Méret, M.; Maj, A. M.; Demonceau, Albert et al.
2015In Monatshefte für Chemie, 146 (7), p. 1099-1105
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Keywords :
Arene complexes; Cross-metathesis; Homogeneous catalysis; Ring-opening metathesis polymerization; Structure–activity relationships
Abstract :
[en] Abstract: Ruthenium–arene complexes bearing N-heterocyclic carbene (NHC) ligands with the generic formula [RuCl2(p-cymene)(NHC)] are efficient catalyst precursors for the cyclopropanation of activated olefins with ethyl diazoacetate, and the cis/trans diastereoselectivity of the reaction markedly depends on the steric bulk of the NHC. The procedure was successfully applied to styrene, α-methylstyrene, and various other styrenic derivatives bearing electron-withdrawing or donating substituents on their aromatic rings. The reaction of unactivated internal or terminal alkenes was more sluggish, and the use of norbornene as a substrate afforded only olefin metathesis. Further investigation of the ring-opening metathesis polymerization of this strained cycloolefin in the presence of trimethylsilyldiazomethane led to high molecular weight polynorbornene whose microstructure was not significantly affected by the choice of the NHC ancillary ligand.
Disciplines :
Chemistry
Author, co-author :
Méret, M.;  Laboratory of Organometallic Chemistry and Homogeneous Catalysis, Institut de Chimie (B6a), Université de Liège, Sart-Tilman, Liège, Belgium, Max Planck Institute of Molecular Plant Physiology, Am Mühlenberg 1, Potsdam, Germany
Maj, A. M.;  Laboratory of Organometallic Chemistry and Homogeneous Catalysis, Institut de Chimie (B6a), Université de Liège, Sart-Tilman, Liège, Belgium, Ecole Nationale Supérieure de Chimie de Lille, Avenue Mendeleïev, BP 90108, Villeneuve d’Ascq, France
Demonceau, Albert ;  Université de Liège > Département de chimie (sciences) > Chimie macromoléculaire et catalyse organique
Delaude, Lionel  ;  Université de Liège > Département de chimie (sciences) > Chimie organométallique et catalyse homogène
Language :
English
Title :
Ruthenium–arene catalysts bearing N-heterocyclic carbene ligands for olefin cyclopropanation and metathesis
Publication date :
2015
Journal title :
Monatshefte für Chemie
ISSN :
0026-9247
eISSN :
1434-4475
Publisher :
Springer, Vienna, Austria
Volume :
146
Issue :
7
Pages :
1099-1105
Peer reviewed :
Peer Reviewed verified by ORBi
Available on ORBi :
since 15 June 2015

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