Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR UMR 6226, Univ Rennes, 35000, Rennes, France.
Centrale Marseille, iSm2, Aix Marseille Univ., CNRS, Marseille, France.
Chemistry. 2023 May 16;29(28):e202300341. doi: 10.1002/chem.202300341. Epub 2023 Apr 3.
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 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).
一组包含手性稳定的 N-杂环卡宾（NHC）配体的 16 个手性钌配合物是由前手性 NHC 前体制备的。在不对称开环交叉复分解（AROCM）的快速筛选后，最有效的手性 BIAN-NHC Ru 催化剂（最高可达 97 : 3 er）被转化为 Z-选择性儿茶二硫醇配合物。后者被证明在 exo-降冰片烯的 Z-选择性 AROCM 中非常有效，提供了具有优异 Z-选择性（>98 %）和高对映选择性（最高可达 96.5 : 3.5 er）的有价值的反式环戊烷。
