Nickel-catalyzed enantioselective reductive arylation and heteroarylation of aldimines via an elementary 1,4-addition

Nickel-catalyzed enantioselective reductive arylation and heteroarylation of aldimines via an elementary 1,4-addition

Nickel catalysts of chiral pyrox ligands promoted enantioselective reductive arylation and heteroarylation of aldimines, using directly (hetero)aryl halides and sulfonates. The catalytic arylation can also be conducted with crude aldimines generated from condensation of aldehydes and azaaryl amines....

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Bibliographic Details
Main Authors: Zhang, Luoqiang, Wang, Xiuhua, Pu, Maoping, Chen, Caiyou, Yang, Peng, Wu, Yun-Dong, Chi, Robin Yonggui, Zhou, Steve Jianrong
Other Authors: School of Chemistry, Chemical Engineering and Biotechnology
Format: Article
Language:English
Published: 2023
Subjects:
Science::Chemistry
Density Functional Theory
Aldimines
Online Access:https://hdl.handle.net/10356/170562
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Institution: Nanyang Technological University
Language: English
Description
Summary:Nickel catalysts of chiral pyrox ligands promoted enantioselective reductive arylation and heteroarylation of aldimines, using directly (hetero)aryl halides and sulfonates. The catalytic arylation can also be conducted with crude aldimines generated from condensation of aldehydes and azaaryl amines. Mechanistically, density functional theory (DFT) calculations and experiments pointed to an elementary step of 1,4-addition of aryl nickel(I) complexes to N-azaaryl aldimines.

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