Cycloalkyl-based unsymmetrical unsaturated (U2)-NHC ligands : flexibility and dissymmetry in ruthenium-catalysed olefin metathesis.

Mathieu Rouen (1) , Etienne Borré (1) , Laura Faliverne (1) , Loic Toupet (2) , Mickaël Berthod (3) , Luigi Cavallo (4) , Hélène Olivier-Bourbigou (3) , Marc Mauduit (1)

1 ISCR - Institut des Sciences Chimiques de Rennes
2 GMCM - Groupe matière condensée et matériaux
3 IFPEN - IFP Energies nouvelles
4 Dipartimento di Ingegneria Chimica e Alimentare (Salerno, Italy)

Air-stable Ru-indenylidene and Hoveyda-type complexes bearing new unsymmetrical unsaturated N-heterocyclic carbene (U2-NHC) ligands combining a mesityl unit and a flexible cycloalkyl moiety as N-substituents were synthesised. Structural features, chemical stabilities and catalytic profiles in olefin metathesis of this new library of cycloalkyl-based U2-NHC Ru complexes were studied and compared with their unsymmetrical saturated NHC-Ru homologues as well as a set of commercially available Ru-catalysts bearing either symmetrical SIMes or IMes NHC ligands.

Keywords: NHC ligand; bearing; N-heterocycli carbene; idenylidene complexes; room-temperature; grubbs catalysis

Domains: Chemical Sciences; Catalysis

Mathieu Rouen, Etienne Borré, Laura Faliverne, Loic Toupet, Mickaël Berthod, et al.. Cycloalkyl-based unsymmetrical unsaturated (U2)-NHC ligands : flexibility and dissymmetry in ruthenium-catalysed olefin metathesis.. Dalton Transactions, 2014, 43 (19), pp.7044-7049. ⟨10.1039/c4dt00142g⟩. ⟨hal-01068360⟩