title: Ruthenium Catalysts Supported by Amino-Substituted N-Heterocyclic Carbene Ligands for Olefin Metathesis of Challenging Substrates.
abstract: N-Heterocyclic carbene (NHC) ligands IMesNMe2 and IMes(NMe2)2 derived from the well-known IMes ligand by substituting the carbenic heterocycle with one and two dimethylamino groups, respectively, were employed for the synthesis of second-generation Grubbs- and Grubbs-Hoveyda-type ruthenium metathesis precatalysts. Whereas the stability of the complexes was found to depend on the degree of dimethylamino-substitution and on the type of complex, the backbone-substitution was shown to have a positive impact on their catalytic activity in ring-closing metathesis, with a more pronounced effect in the second-generation Grubbs-type series. The new complexes were successfully implemented in a number of challenging olefin metathesis reactions leading to the formation of tetra-substituted C=C double bonds and/or functionalized compounds.
authors.affiliation: LCC-CNRS, Université de Toulouse, INPT, UPS, Toulouse, France), Fax: (+)33 (0) 5 61 55 30 03.
authors.forename: Vincent
authors.identifier: http://orcid.org/0000-0002-6203-6434
authors.initials: V
authors.lastname: César
authors.affiliation: LCC-CNRS, Université de Toulouse, INPT, UPS, Toulouse, France), Fax: (+)33 (0) 5 61 55 30 03.
authors.forename: Yin
authors.initials: Y
authors.lastname: Zhang
authors.affiliation: Biological and Chemical Research Centre, Faculty of Chemistry, University of Warsaw, Zwirki i Wigury 101, 02-089, Warsaw, Poland.
authors.forename: Wioletta
authors.initials: W
authors.lastname: Kośnik
authors.affiliation: Biological and Chemical Research Centre, Faculty of Chemistry, University of Warsaw, Zwirki i Wigury 101, 02-089, Warsaw, Poland.
authors.forename: Adam
authors.initials: A
authors.lastname: Zieliński
authors.affiliation: Biological and Chemical Research Centre, Faculty of Chemistry, University of Warsaw, Zwirki i Wigury 101, 02-089, Warsaw, Poland.
authors.forename: Adam A
authors.initials: AA
authors.lastname: Rajkiewicz
authors.affiliation: LCC-CNRS, Université de Toulouse, INPT, UPS, Toulouse, France), Fax: (+)33 (0) 5 61 55 30 03.
authors.forename: Mirko
authors.initials: M
authors.lastname: Ruamps
authors.affiliation: LCC-CNRS, Université de Toulouse, INPT, UPS, Toulouse, France), Fax: (+)33 (0) 5 61 55 30 03.
authors.forename: Stéphanie
authors.initials: S
authors.lastname: Bastin
authors.affiliation: LCC-CNRS, Université de Toulouse, INPT, UPS, Toulouse, France), Fax: (+)33 (0) 5 61 55 30 03.
authors.forename: Noël
authors.initials: N
authors.lastname: Lugan
authors.affiliation: LCC-CNRS, Université de Toulouse, INPT, UPS, Toulouse, France), Fax: (+)33 (0) 5 61 55 30 03.
authors.forename: Guy
authors.initials: G
authors.lastname: Lavigne
authors.affiliation: Biological and Chemical Research Centre, Faculty of Chemistry, University of Warsaw, Zwirki i Wigury 101, 02-089, Warsaw, Poland.
authors.forename: Karol
authors.initials: K
authors.lastname: Grela
keywords: C−C bond formation; carbenes; heterocycles; homogeneous catalysis; metathesis