Nickel-catalyzed Heck reaction of cycloalkenes using aryl sulfonates and pivalates

Nickel-catalyzed Heck reaction of cycloalkenes using aryl sulfonates and pivalates

Nickel-catalyzed Heck reaction of cycloalkenes delivers unusual conjugated arylated isomers. Nickel(0) catalysts ligated by chelating dialkylphosphines effectively activate not only aryl triflates as electrophiles, but also less reactive aryl mesylates, tosylates and pivalates. The omission of bases...

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Main Authors: Zhou, Steve Jianrong, Huang, Xiaolei, Teng, Shenghan, Chi, Robin Yonggui
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2021
Subjects:
Science::Chemistry
Nickel
Pivalates
Online Access:https://hdl.handle.net/10356/148226
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1482262023-02-28T19:54:14Z Nickel-catalyzed Heck reaction of cycloalkenes using aryl sulfonates and pivalates Zhou, Steve Jianrong Huang, Xiaolei Teng, Shenghan Chi, Robin Yonggui School of Physical and Mathematical Sciences Science::Chemistry Nickel Pivalates Nickel-catalyzed Heck reaction of cycloalkenes delivers unusual conjugated arylated isomers. Nickel(0) catalysts ligated by chelating dialkylphosphines effectively activate not only aryl triflates as electrophiles, but also less reactive aryl mesylates, tosylates and pivalates. The omission of bases allows nickel hydride species to exist long enough to perform in situ olefin isomerization of initial Heck adducts. Accepted version 2021-04-29T04:15:54Z 2021-04-29T04:15:54Z 2021 Journal Article Zhou, S. J., Huang, X., Teng, S. & Chi, R. Y. (2021). Nickel-catalyzed Heck reaction of cycloalkenes using aryl sulfonates and pivalates. Chemical Communications, 57(32), 3933-3936. https://dx.doi.org/10.1039/D1CC00634G 1364-548X https://hdl.handle.net/10356/148226 10.1039/D1CC00634G 32 57 3933 3936 en Chemical Communications © 2021 The Author(s) (Royal Society of Chemistry). All rights reserved. This paper was published in [Chemical Communications and is made available with permission of The Author(s) (Royal Society of Chemistry). 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
Nickel
Pivalates
spellingShingle Science::Chemistry
Nickel
Pivalates
Zhou, Steve Jianrong
Huang, Xiaolei
Teng, Shenghan
Chi, Robin Yonggui
Nickel-catalyzed Heck reaction of cycloalkenes using aryl sulfonates and pivalates
description Nickel-catalyzed Heck reaction of cycloalkenes delivers unusual conjugated arylated isomers. Nickel(0) catalysts ligated by chelating dialkylphosphines effectively activate not only aryl triflates as electrophiles, but also less reactive aryl mesylates, tosylates and pivalates. The omission of bases allows nickel hydride species to exist long enough to perform in situ olefin isomerization of initial Heck adducts.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Zhou, Steve Jianrong
Huang, Xiaolei
Teng, Shenghan
Chi, Robin Yonggui
format Article
author Zhou, Steve Jianrong
Huang, Xiaolei
Teng, Shenghan
Chi, Robin Yonggui
author_sort Zhou, Steve Jianrong
title Nickel-catalyzed Heck reaction of cycloalkenes using aryl sulfonates and pivalates
title_short Nickel-catalyzed Heck reaction of cycloalkenes using aryl sulfonates and pivalates
title_full Nickel-catalyzed Heck reaction of cycloalkenes using aryl sulfonates and pivalates
title_fullStr Nickel-catalyzed Heck reaction of cycloalkenes using aryl sulfonates and pivalates
title_full_unstemmed Nickel-catalyzed Heck reaction of cycloalkenes using aryl sulfonates and pivalates
title_sort nickel-catalyzed heck reaction of cycloalkenes using aryl sulfonates and pivalates
publishDate 2021
url https://hdl.handle.net/10356/148226
_version_ 1759854739250479104

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