Cyclic(alkyl)(amino)carbene ruthenium complexes for -stereoselective (asymmetric) olefin metathesis

The first Z -stereoselective catechodithiolate ruthenium complexes containing cyclic(alkyl)(amino)carbene ligands are reported. Isolated in nearly quantitative yields or in situ generated, these catalysts demonstrated remarkable Z selectivity ( Z / E ratio up to >98/2) in ring-opening metathesis...

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Published in:Catalysis science & technology 2023-01, Vol.13 (2), p.381-388
Main Authors: Morvan, Jennifer, Vermersch, François, Lorkowski, Jan, Talcik, Jakub, Vives, Thomas, Roisnel, Thierry, Crévisy, Christophe, Vanthuyne, Nicolas, Bertrand, Guy, Jazzar, Rodolphe, Mauduit, Marc
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Summary:The first Z -stereoselective catechodithiolate ruthenium complexes containing cyclic(alkyl)(amino)carbene ligands are reported. Isolated in nearly quantitative yields or in situ generated, these catalysts demonstrated remarkable Z selectivity ( Z / E ratio up to >98/2) in ring-opening metathesis polymerization (ROMP), ring-opening-cross metathesis (ROCM) and cross-metathesis (CM). Thanks to the efficient chiral HPLC resolution of racemic CAAC-complex precursors, optically pure dithiolated complexes were also synthesized allowing to produce enantioenriched Z -ROCM products in >99/1 Z / E with good levels of enantioselectivity. The first Z -stereoselective catechodithiolate ruthenium complexes containing achiral and chiral cyclic(alkyl)(amino)carbene ligands are reported.
ISSN:2044-4753
2044-4761
DOI:10.1039/d2cy01795d