Copper-catalyzed asymmetric arylation of N-heteroaryl aldimines : elementary step of a 1,4-insertion

Copper complexes of monodentate phosphoramidites efficiently promote asymmetric arylation of N-azaaryl aldimines with arylboroxines. DFT calculations and experiments support an elementary step of 1,4-insertion in the reaction pathway, a step in which an aryl-copper species adds directly across four...

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Main Authors: Wu, Chunlin, Qin, Xurong, Moeljadi, Adhitya Mangala Putra, Hirao, Hajime, Zhou, Steve Jianrong
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2021
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Online Access:https://hdl.handle.net/10356/151793
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1517932021-07-19T12:19:10Z Copper-catalyzed asymmetric arylation of N-heteroaryl aldimines : elementary step of a 1,4-insertion Wu, Chunlin Qin, Xurong Moeljadi, Adhitya Mangala Putra Hirao, Hajime Zhou, Steve Jianrong School of Physical and Mathematical Sciences Science::Chemistry Arylation Asymmetric Catalysis Copper complexes of monodentate phosphoramidites efficiently promote asymmetric arylation of N-azaaryl aldimines with arylboroxines. DFT calculations and experiments support an elementary step of 1,4-insertion in the reaction pathway, a step in which an aryl-copper species adds directly across four atoms of C=N-C=N in the N-azaaryl aldimines. Agency for Science, Technology and Research (A*STAR) Nanyang Technological University We thank the Nanyang Technological University,GSK-EDBTrust Fund (GSK-EDB Green and Sustainable Manufactur-ing Award 2017), A*STAR Science &Engineering ResearchCouncil (AME IRG A1783c0010), City University of HongKong (7200534 and 9610369) and National Science Founda-tion of China (21502157) for financial support. 2021-07-19T12:19:10Z 2021-07-19T12:19:10Z 2019 Journal Article Wu, C., Qin, X., Moeljadi, A. M. P., Hirao, H. & Zhou, S. J. (2019). Copper-catalyzed asymmetric arylation of N-heteroaryl aldimines : elementary step of a 1,4-insertion. Angewandte Chemie International Edition, 58(9), 2705-2709. https://dx.doi.org/10.1002/anie.201812646 1433-7851 0000-0002-1340-1693 0000-0002-9290-1943 0000-0002-8239-3471 0000-0002-1806-7436 https://hdl.handle.net/10356/151793 10.1002/anie.201812646 30648341 2-s2.0-85060870211 9 58 2705 2709 en AME IRG A1783c0010 Angewandte Chemie International Edition © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. 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
Arylation
Asymmetric Catalysis
spellingShingle Science::Chemistry
Arylation
Asymmetric Catalysis
Wu, Chunlin
Qin, Xurong
Moeljadi, Adhitya Mangala Putra
Hirao, Hajime
Zhou, Steve Jianrong
Copper-catalyzed asymmetric arylation of N-heteroaryl aldimines : elementary step of a 1,4-insertion
description Copper complexes of monodentate phosphoramidites efficiently promote asymmetric arylation of N-azaaryl aldimines with arylboroxines. DFT calculations and experiments support an elementary step of 1,4-insertion in the reaction pathway, a step in which an aryl-copper species adds directly across four atoms of C=N-C=N in the N-azaaryl aldimines.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Wu, Chunlin
Qin, Xurong
Moeljadi, Adhitya Mangala Putra
Hirao, Hajime
Zhou, Steve Jianrong
format Article
author Wu, Chunlin
Qin, Xurong
Moeljadi, Adhitya Mangala Putra
Hirao, Hajime
Zhou, Steve Jianrong
author_sort Wu, Chunlin
title Copper-catalyzed asymmetric arylation of N-heteroaryl aldimines : elementary step of a 1,4-insertion
title_short Copper-catalyzed asymmetric arylation of N-heteroaryl aldimines : elementary step of a 1,4-insertion
title_full Copper-catalyzed asymmetric arylation of N-heteroaryl aldimines : elementary step of a 1,4-insertion
title_fullStr Copper-catalyzed asymmetric arylation of N-heteroaryl aldimines : elementary step of a 1,4-insertion
title_full_unstemmed Copper-catalyzed asymmetric arylation of N-heteroaryl aldimines : elementary step of a 1,4-insertion
title_sort copper-catalyzed asymmetric arylation of n-heteroaryl aldimines : elementary step of a 1,4-insertion
publishDate 2021
url https://hdl.handle.net/10356/151793
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