Optically Pure <i>C</i><sub>1</sub>-Symmetric Cyclic(alkyl)(amino)carbene Ruthenium Complexes for Asymmetric Olefin Metathesis
Jennifer Morvan, François Vermersch, Ziyun Zhang, Laura Falivene, Thomas Vivès, Vincent Dorcet, Thierry Roisnel, Christophe Crévisy, Luigi Cavallo, Nicolas Vanthuyne, Guy Bertrand, Rodolphe Jazzar, Marc Mauduit
Abstract
An expedient access to the first optically pure ruthenium complexes containing C1-symmetric cyclic (alkyl)(amino)carbene ligands is reported. They demonstrate excellent catalytic performances in asymmetric olefin metathesis with high enantioselectivities (up to 92% ee). Preliminary mechanistic insights provided by density functional theory models highlight the origin of the enantioselectivity.
Topics & Concepts
ChemistryCarbeneRutheniumOlefin metathesisAlkylMetathesisOlefin fiberAcyclic diene metathesisCatalysisEnantioselective synthesisCombinatorial chemistryStereochemistryOrganic chemistryPolymerPolymerizationSynthetic Organic Chemistry MethodsN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCyclopropane Reaction Mechanisms