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Regio- and Stereoselective Diarylation of 1,3-Dienes via Ni/Cr Cocatalysis

Wei‐Song Zhang, Ding‐Wei Ji, Ying Li, Xiang‐Xin Zhang, Chaoyang Zhao, Yan‐Cheng Hu, Qing‐An Chen

2022ACS Catalysis36 citationsDOI

Abstract

Through the formation of the thermodynamically favored Cr(III)–O bond, the Nozaki–Hiyama–Kishi reaction has been widely applied in the functionalization of carbonyl compounds with the help of Ni catalysis. Herein, a divergent regio- and stereoselective diarylation of dienes has been developed under Ni/Cr cocatalysis without the inherent driving force for the formation of polar metal alkoxides. Preliminary experimental studies have been conducted to elucidate the key roles of Ni, Cr, and redox-active bis(imino)pyridine (PDI) ligands. The proposed mechanism suggests that the newly formed C–C bond of this diarylation was created by organonickel species instead of organochromium species.

Topics & Concepts

StereoselectivityChemistryCatalysisPyridineRedoxMetalSurface modificationStereochemistryCombinatorial chemistryMedicinal chemistryOrganic chemistryPhysical chemistryCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCatalytic Cross-Coupling Reactions
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