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....

Full description

Saved in:
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
Tags: Add Tag
No Tags, Be the first to tag this record!
Institution: Nanyang Technological University
Language: English
id sg-ntu-dr.10356-170562
record_format dspace
spelling sg-ntu-dr.10356-1705622023-09-19T06:05:11Z Nickel-catalyzed enantioselective reductive arylation and heteroarylation of aldimines via an elementary 1,4-addition Zhang, Luoqiang Wang, Xiuhua Pu, Maoping Chen, Caiyou Yang, Peng Wu, Yun-Dong Chi, Robin Yonggui Zhou, Steve Jianrong School of Chemistry, Chemical Engineering and Biotechnology Science::Chemistry Density Functional Theory Aldimines 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. The authors acknowledge financial support from the National Natural Science Foundation of China (NSFC 22271007), Peking University Shenzhen Graduate School, the State Key Laboratory of Chemical Oncogenomics, the Guangdong Provincial Key Laboratory of Chemical Genomics, the Shenzhen Bay Laboratory and Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs for JSZ, the National Natural Science Foundation of China (NSFC 21933004) for YDW, and the National Research Foundation, Singapore (NRF-CRP22-2019-0002) for YRC. 2023-09-19T06:05:11Z 2023-09-19T06:05:11Z 2023 Journal Article Zhang, L., Wang, X., Pu, M., Chen, C., Yang, P., Wu, Y., Chi, R. Y. & Zhou, S. J. (2023). Nickel-catalyzed enantioselective reductive arylation and heteroarylation of aldimines via an elementary 1,4-addition. Journal of the American Chemical Society, 145(15), 8498-8509. https://dx.doi.org/10.1021/jacs.3c00548 0002-7863 https://hdl.handle.net/10356/170562 10.1021/jacs.3c00548 37023358 2-s2.0-85152138176 15 145 8498 8509 en NRF-CRP22-2019-0002 Journal of the American Chemical Society © 2023 American Chemical Society. All rights reserved.
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
Density Functional Theory
Aldimines
spellingShingle Science::Chemistry
Density Functional Theory
Aldimines
Zhang, Luoqiang
Wang, Xiuhua
Pu, Maoping
Chen, Caiyou
Yang, Peng
Wu, Yun-Dong
Chi, Robin Yonggui
Zhou, Steve Jianrong
Nickel-catalyzed enantioselective reductive arylation and heteroarylation of aldimines via an elementary 1,4-addition
description 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.
author2 School of Chemistry, Chemical Engineering and Biotechnology
author_facet School of Chemistry, Chemical Engineering and Biotechnology
Zhang, Luoqiang
Wang, Xiuhua
Pu, Maoping
Chen, Caiyou
Yang, Peng
Wu, Yun-Dong
Chi, Robin Yonggui
Zhou, Steve Jianrong
format Article
author Zhang, Luoqiang
Wang, Xiuhua
Pu, Maoping
Chen, Caiyou
Yang, Peng
Wu, Yun-Dong
Chi, Robin Yonggui
Zhou, Steve Jianrong
author_sort Zhang, Luoqiang
title Nickel-catalyzed enantioselective reductive arylation and heteroarylation of aldimines via an elementary 1,4-addition
title_short Nickel-catalyzed enantioselective reductive arylation and heteroarylation of aldimines via an elementary 1,4-addition
title_full Nickel-catalyzed enantioselective reductive arylation and heteroarylation of aldimines via an elementary 1,4-addition
title_fullStr Nickel-catalyzed enantioselective reductive arylation and heteroarylation of aldimines via an elementary 1,4-addition
title_full_unstemmed Nickel-catalyzed enantioselective reductive arylation and heteroarylation of aldimines via an elementary 1,4-addition
title_sort nickel-catalyzed enantioselective reductive arylation and heteroarylation of aldimines via an elementary 1,4-addition
publishDate 2023
url https://hdl.handle.net/10356/170562
_version_ 1779156778273996800

Similar Items