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

Antonio Del Vecchio, Jakub Talcik, Sophie Colombel‐Rouen, Jan Lorkowski, Melinda R. Serrato, Thierry Roisnel, Nicolas Vanthuyne, Guy Bertrand, Rodolphe Jazzar, Marc Mauduit

2023ACS Catalysis31 citationsDOIOpen Access PDF

Abstract

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).

Topics & Concepts

CarbeneMetathesisRutheniumAcyclic diene metathesisRing-closing metathesisEnyne metathesisChemistryRing-opening metathesis polymerisationCatalysisCombinatorial chemistryEnyneAlkylSalt metathesis reactionMedicinal chemistryStereochemistryOrganic chemistryPolymerizationPolymerSynthetic Organic Chemistry MethodsChemical Synthesis and AnalysisOrganometallic Complex Synthesis and Catalysis
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