Chiral Atropisomeric-NHC Catechodithiolate Ruthenium Complexes for Z-Selective Asymmetric Ring-Opening Cross Metathesis of Exo-Norbornenes - Aix-Marseille Université Access content directly
Journal Articles Chemistry - A European Journal Year : 2023

Chiral Atropisomeric-NHC Catechodithiolate Ruthenium Complexes for Z-Selective Asymmetric Ring-Opening Cross Metathesis of Exo-Norbornenes

Thomas Vives
Paola Nava
Marc Mauduit

Abstract

A set of 16 chiral ruthenium complexes containing atropisomerically stable N-Heterocyclic Carbene (NHC) ligands was synthesized from prochiral NHC precursors. After a rapid screening in asymmetric ring-opening-cross metathesis (AROCM), the most effective chiral atrop BIAN-NHC Ru-catalyst (up to 97:3 er) was then converted to a Z-selective catechodithiolate complex. The latter proved to be highly efficient in Z-selective AROCM of exo-norbornenes affording valuable trans-cyclopentanes with excellent Z-selectivity (>98%) and high enantioselectivity (up to 96.5:3.5 er).
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hal-04061751 , version 1 (18-04-2023)

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Jennifer Morvan, Dylan Bouëtard, Lingyu Kong, Yajie Chou, Thomas Vives, et al.. Chiral Atropisomeric-NHC Catechodithiolate Ruthenium Complexes for Z-Selective Asymmetric Ring-Opening Cross Metathesis of Exo-Norbornenes. Chemistry - A European Journal, 2023, pp.e202300341. ⟨10.1002/chem.202300341⟩. ⟨hal-04061751⟩
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