Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions

Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions

We report here that a cobalt catalyst generated from a cobalt(II) salt and a ligand using magnesium metal is capable of promoting hydroarylation reactions through chelation-assisted C−H activation. With the appropriate choice of the ligand and other reaction conditions, ketimine- or aldimine-directe...

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Main Authors: Xu, Wengang, Pek, Jie Hui, Yoshikai, Naohiko
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2017
Subjects:
C–H activation
C–C bond formation
Online Access:https://hdl.handle.net/10356/83230
http://hdl.handle.net/10220/42486
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-832302023-02-28T19:32:22Z Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions Xu, Wengang Pek, Jie Hui Yoshikai, Naohiko School of Physical and Mathematical Sciences C–H activation C–C bond formation We report here that a cobalt catalyst generated from a cobalt(II) salt and a ligand using magnesium metal is capable of promoting hydroarylation reactions through chelation-assisted C−H activation. With the appropriate choice of the ligand and other reaction conditions, ketimine- or aldimine-directed branched selective hydroarylations of styrenes and ketimine-directed hydroarylations of vinylsilane have been achieved. The reported catalytic systems may serve as more convenient alternatives to previously developed catalytic systems employing Grignard reagents as reducing agents. MOE (Min. of Education, S’pore) Accepted version 2017-05-25T06:42:14Z 2019-12-06T15:17:56Z 2017-05-25T06:42:14Z 2019-12-06T15:17:56Z 2016 Journal Article Xu, W., Pek, J. H., & Yoshikai, N. (2016). Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions. Advanced Synthesis & Catalysis, 358(15), 2564-2568. 1615-4150 https://hdl.handle.net/10356/83230 http://hdl.handle.net/10220/42486 10.1002/adsc.201600403 en Advanced Synthesis & Catalysis © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the author created version of a work that has been peer reviewed and accepted for publication by Advanced Synthesis & Catalysis, WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1002/adsc.201600403]. 6 p. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic C–H activation
C–C bond formation
spellingShingle C–H activation
C–C bond formation
Xu, Wengang
Pek, Jie Hui
Yoshikai, Naohiko
Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions
description We report here that a cobalt catalyst generated from a cobalt(II) salt and a ligand using magnesium metal is capable of promoting hydroarylation reactions through chelation-assisted C−H activation. With the appropriate choice of the ligand and other reaction conditions, ketimine- or aldimine-directed branched selective hydroarylations of styrenes and ketimine-directed hydroarylations of vinylsilane have been achieved. The reported catalytic systems may serve as more convenient alternatives to previously developed catalytic systems employing Grignard reagents as reducing agents.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Xu, Wengang
Pek, Jie Hui
Yoshikai, Naohiko
format Article
author Xu, Wengang
Pek, Jie Hui
Yoshikai, Naohiko
author_sort Xu, Wengang
title Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions
title_short Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions
title_full Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions
title_fullStr Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions
title_full_unstemmed Cobalt-Catalyzed, Imine-Directed Olefin Hydroarylation under Grignard-Free Conditions
title_sort cobalt-catalyzed, imine-directed olefin hydroarylation under grignard-free conditions
publishDate 2017
url https://hdl.handle.net/10356/83230
http://hdl.handle.net/10220/42486
_version_ 1759857744912842752

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