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Highly Robust and Efficient Blechert-Type Cyclic(alkyl)(amino)carbene Ruthenium Complexes for Olefin Metathesis

Authors :
Antonio Del Vecchio
Jakub Talcik
Sophie Colombel-Rouen
Jan Lorkowski
Melinda R. Serrato
Thierry Roisnel
Nicolas Vanthuyne
Guy Bertrand
Rodolphe Jazzar
Marc Mauduit
Institut des Sciences Chimiques de Rennes (ISCR)
Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes)
Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
UCSD-CNRS Joint Research Chemistry Laboratory (UMI 3555)
University of California [San Diego] (UC San Diego)
University of California (UC)-University of California (UC)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
University of California (UC)
Institut des Sciences Moléculaires de Marseille (ISM2)
Aix Marseille Université (AMU)-École Centrale de Marseille (ECM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
Prematuration Program of CNRS
Agence Nationale de la Recherche [ANR-19-CE07-0017 ChiCAAC]
France Relance
U.S. Department of Energy, Office of Science, Basic Energy Sciences, Catalysis Science Program [DE-SC0009376]
Rennes Metropole [Eco-SFC]
ANR-19-CE07-0017,ChiCAAC,Carbènes alkyl amino cycliques chiraux en catalyse asymétrique(2019)
Source :
ACS Catalysis, ACS Catalysis, 2023, 13 (9), pp.6195-6202. ⟨10.1021/acscatal.3c01208⟩
Publication Year :
2023
Publisher :
American Chemical Society (ACS), 2023.

Abstract

International audience; New Blechert-type ruthenium complexes containing cyclic(alkyl)(amino)carbene (CAAC) ligands are reported. These catalysts demonstrate remarkable thermal stability in solution and excellent catalytic performances at low catalytic loading (up to 0.005 mol %) in ring-closing metathesis (RCM), macro-RCM, ring-closing enyne metathesis (RCEYM), cross-metathesis (CM), ethenolysis and ring-opening cross metathesis (ROCM). Moreover, up to 95% enantiomeric excess (ee) was obtained in asymmetric ring-opening cross metathesis (AROCM) and 57% ee was obtained in asymmetric cross-metathesis (ACM).

Details

ISSN :
21555435
Volume :
13
Database :
OpenAIRE
Journal :
ACS Catalysis
Accession number :
edsair.doi.dedup.....3e82db379592d39fa5621dbcf60c8905