Synthesis
DOI: 10.1055/s-0043-1773536
paper
Special Topic Dedicated to Prof. Paul Knochel

Photochemical Activation of Ruthenium Complexes Containing Unsymmetrical Unsaturated N-Heterocyclic Carbenes for Olefin Metathesis

Authors

  • Antonio Del Vecchio

    a   École Nationale Supérieure de Chimie de Rennes, CNRS, ISCR UMR 6226, Univ Rennes, 35000 Rennes, France
    b   Department of Chemistry and Industrial Chemistry, University of Pisa, Via Moruzzi 13, 56124 Pisa, Italy
  • Fadwa Kamal

    a   École Nationale Supérieure de Chimie de Rennes, CNRS, ISCR UMR 6226, Univ Rennes, 35000 Rennes, France
  • Mathieu Rouen

    c   VIPO, Kalosjegata 15, 3055 Krokstadelva, Norway
  • Marc Mauduit

    a   École Nationale Supérieure de Chimie de Rennes, CNRS, ISCR UMR 6226, Univ Rennes, 35000 Rennes, France

This work was supported by the Association Nationale de la Recherche et de la Technologie (CIFRE n° 2017/0873, grants to F.K.) and Agence Nationale de la Recherche ‘France Relance’ (fellowship to A.D.V.).


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In honor of Professor Knochel’s 70th birthday

Abstract

Olefin metathesis is a fundamental transformation in organic chemist’s toolbox. Herein we report a methodological study on a set of bench stable, latent, ruthenium-indenylidene catalysts bearing two unsymmetrical unsaturated N-heterocyclic carbene (NHC) ligands. These complexes are successfully ‘activated’ and applied to ring-closing metathesis (RCM), cross-metathesis (CM), and ring-opening cross metathesis (ROCM) upon light irradiation in the presence of an organic photoactivator. The transformations could be performed at lower catalytic loading (down to 1 mol%) compared to the state-of-the-art photochemical activation methods, providing good yields in shorter reaction time

Supporting Information



Publication History

Received: 11 February 2025

Accepted after revision: 19 March 2025

Article published online:
16 April 2025

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