Iron-catalyzed directed C−H silylation of pivalophenone N−H imines

Iron-catalyzed directed C−H silylation of pivalophenone N−H imines

An iron-catalyzed, N−H imine-directed arene C−H silylation reaction with hydrosilane has been achieved. Pivalophenone N−H imine undergoes ortho C−H silylation with triethylsilane in the presence of [Fe3(CO)12] as a catalyst and norbornene as a hydrogen acceptor. The product can be readily transforme...

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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: 2020
Subjects:
Science::Chemistry
C−H Activation
Hydrosilane
Online Access:https://hdl.handle.net/10356/139175
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1391752023-02-28T20:01:03Z Iron-catalyzed directed C−H silylation of pivalophenone N−H imines Xu, Wengang Pek, Jie Hui Yoshikai, Naohiko School of Physical and Mathematical Sciences Science::Chemistry C−H Activation Hydrosilane An iron-catalyzed, N−H imine-directed arene C−H silylation reaction with hydrosilane has been achieved. Pivalophenone N−H imine undergoes ortho C−H silylation with triethylsilane in the presence of [Fe3(CO)12] as a catalyst and norbornene as a hydrogen acceptor. The product can be readily transformed into ortho-silylated benzonitrile via conversion of the imine functionality to a cyano group under peroxide photolysis. MOE (Min. of Education, S’pore) Accepted version 2020-05-18T01:16:51Z 2020-05-18T01:16:51Z 2018 Journal Article Xu, W., Pek, J. H., & Yoshikai, N. (2018). Iron-catalyzed directed C−H silylation of pivalophenone N−H imines. Asian Journal of Organic Chemistry, 7(7), 1351-1354. doi:10.1002/ajoc.201800171 2193-5807 https://hdl.handle.net/10356/139175 10.1002/ajoc.201800171 2-s2.0-85049841347 7 7 1351 1354 en Asian Journal of Organic Chemistry This is the accepted version of the following article: Xu, W., Pek, J. H., & Yoshikai, N. (2018). Iron-catalyzed directed C−H silylation of pivalophenone N−H imines. Asian Journal of Organic Chemistry, 7(7), 1351-1354., which has been published in final form at 10.1002/ajoc.201800171. This article may be used for non-commercial purposes in accordance with the Wiley Self-Archiving Policy [https://authorservices.wiley.com/authorresources/Journal-Authors/licensing/self-archiving.html]. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
C−H Activation
Hydrosilane
spellingShingle Science::Chemistry
C−H Activation
Hydrosilane
Xu, Wengang
Pek, Jie Hui
Yoshikai, Naohiko
Iron-catalyzed directed C−H silylation of pivalophenone N−H imines
description An iron-catalyzed, N−H imine-directed arene C−H silylation reaction with hydrosilane has been achieved. Pivalophenone N−H imine undergoes ortho C−H silylation with triethylsilane in the presence of [Fe3(CO)12] as a catalyst and norbornene as a hydrogen acceptor. The product can be readily transformed into ortho-silylated benzonitrile via conversion of the imine functionality to a cyano group under peroxide photolysis.
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 Iron-catalyzed directed C−H silylation of pivalophenone N−H imines
title_short Iron-catalyzed directed C−H silylation of pivalophenone N−H imines
title_full Iron-catalyzed directed C−H silylation of pivalophenone N−H imines
title_fullStr Iron-catalyzed directed C−H silylation of pivalophenone N−H imines
title_full_unstemmed Iron-catalyzed directed C−H silylation of pivalophenone N−H imines
title_sort iron-catalyzed directed c−h silylation of pivalophenone n−h imines
publishDate 2020
url https://hdl.handle.net/10356/139175
_version_ 1759855677693493248

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