Design and Synthesis of Tunable Chiral 2,2′‐Bipyridine Ligands: Application to the Enantioselective Nickel‐Catalyzed Reductive Arylation of Aldehydes
Shuai Zhang, Saima Perveen, Yizhao Ouyang, Liang Xu, Tao Yu, Min Zhao, Linghua Wang, Peidong Song, Pengfei Li
Abstract
A new class of chiral 2,2'-bipyridine ligands, SBpy, featuring minimized short-range steric hindrance and structural tunability was rationally designed and developed, and the effectiveness was demonstrated in the first highly enantioselective Ni-catalyzed addition of aryl halides to aldehydes. In comparison with known approaches using preformed aryl metallic reagents, this reaction is more step-economical and functional group tolerant. The reaction mechanism and a model of stereocontrol were proposed based on experimental and computational results.
Topics & Concepts
Enantioselective synthesisNickelCatalysisBipyridineCombinatorial chemistryChemistry2,2'-BipyridineOrganic chemistryCrystal structureCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisRadical Photochemical Reactions