Cobalt-catalyzed addition of arylzinc reagents to alkynes to form ortho-alkenylarylzinc species through 1,4-cobalt migration

Migratory carbometalation: A cobalt–Xantphos complex catalyzes the addition of an arylzinc reagent to an unactivated internal alkyne; the reaction most likely involves insertion of the alkyne into an arylcobalt species and vinyl-to-aryl 1,4-cobalt migration, followed by transmetalation with the aryl...

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Main Authors: Tan, Boon-Hong, Dong, Jinghua, Yoshikai, Naohiko
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/98451
http://hdl.handle.net/10220/12865
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-984512020-03-07T12:34:47Z Cobalt-catalyzed addition of arylzinc reagents to alkynes to form ortho-alkenylarylzinc species through 1,4-cobalt migration Tan, Boon-Hong Dong, Jinghua Yoshikai, Naohiko School of Physical and Mathematical Sciences Migratory carbometalation: A cobalt–Xantphos complex catalyzes the addition of an arylzinc reagent to an unactivated internal alkyne; the reaction most likely involves insertion of the alkyne into an arylcobalt species and vinyl-to-aryl 1,4-cobalt migration, followed by transmetalation with the arylzinc reagent. Interception of the resulting ortho-alkenylarylzinc species with electrophiles allows access to 1-alkenyl arenes functionalized in the 2-position. 2013-08-02T03:52:54Z 2019-12-06T19:55:22Z 2013-08-02T03:52:54Z 2019-12-06T19:55:22Z 2012 2012 Journal Article Tan, B.-H., Dong, J., & Yoshikai, N. (2012). Cobalt-Catalyzed Addition of Arylzinc Reagents to Alkynes to Form ortho-Alkenylarylzinc Species through 1,4-Cobalt Migration. Angewandte Chemie International Edition, 51(38), 9610-9614. 1433-7851 https://hdl.handle.net/10356/98451 http://hdl.handle.net/10220/12865 10.1002/anie.201204388 en Angewandte chemie international edition © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
description Migratory carbometalation: A cobalt–Xantphos complex catalyzes the addition of an arylzinc reagent to an unactivated internal alkyne; the reaction most likely involves insertion of the alkyne into an arylcobalt species and vinyl-to-aryl 1,4-cobalt migration, followed by transmetalation with the arylzinc reagent. Interception of the resulting ortho-alkenylarylzinc species with electrophiles allows access to 1-alkenyl arenes functionalized in the 2-position.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Tan, Boon-Hong
Dong, Jinghua
Yoshikai, Naohiko
format Article
author Tan, Boon-Hong
Dong, Jinghua
Yoshikai, Naohiko
spellingShingle Tan, Boon-Hong
Dong, Jinghua
Yoshikai, Naohiko
Cobalt-catalyzed addition of arylzinc reagents to alkynes to form ortho-alkenylarylzinc species through 1,4-cobalt migration
author_sort Tan, Boon-Hong
title Cobalt-catalyzed addition of arylzinc reagents to alkynes to form ortho-alkenylarylzinc species through 1,4-cobalt migration
title_short Cobalt-catalyzed addition of arylzinc reagents to alkynes to form ortho-alkenylarylzinc species through 1,4-cobalt migration
title_full Cobalt-catalyzed addition of arylzinc reagents to alkynes to form ortho-alkenylarylzinc species through 1,4-cobalt migration
title_fullStr Cobalt-catalyzed addition of arylzinc reagents to alkynes to form ortho-alkenylarylzinc species through 1,4-cobalt migration
title_full_unstemmed Cobalt-catalyzed addition of arylzinc reagents to alkynes to form ortho-alkenylarylzinc species through 1,4-cobalt migration
title_sort cobalt-catalyzed addition of arylzinc reagents to alkynes to form ortho-alkenylarylzinc species through 1,4-cobalt migration
publishDate 2013
url https://hdl.handle.net/10356/98451
http://hdl.handle.net/10220/12865
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