Cobalt-catalyzed addition of arylzinc reagents to norbornene derivatives through 1,4-cobalt mgration

Cobalt-catalyzed addition of arylzinc reagents to norbornene derivatives through 1,4-cobalt mgration

A cobalt–diphosphine catalyst promotes the addition of an arylzinc reagent to a norbornene derivative to afford o-(2-exo-norbornyl)arylzinc species. This “migratory arylzincation” reaction is considered to involve insertion of norbornene into an arylcobalt species, alkyl-to-aryl 1,4-cobalt migration...

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Main Authors: Tan, Boon-Hong, Yoshikai, Naohiko
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
Subjects:
DRNTU::Science::Chemistry
Online Access:https://hdl.handle.net/10356/103106
http://hdl.handle.net/10220/24361
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1031062023-02-28T19:23:10Z Cobalt-catalyzed addition of arylzinc reagents to norbornene derivatives through 1,4-cobalt mgration Tan, Boon-Hong Yoshikai, Naohiko School of Physical and Mathematical Sciences DRNTU::Science::Chemistry A cobalt–diphosphine catalyst promotes the addition of an arylzinc reagent to a norbornene derivative to afford o-(2-exo-norbornyl)arylzinc species. This “migratory arylzincation” reaction is considered to involve insertion of norbornene into an arylcobalt species, alkyl-to-aryl 1,4-cobalt migration, and transmetalation between the resulting o-(2-exo-norbornyl)arylcobalt species and the arylzinc reagent. The o-(2-exo-norbornyl)arylzinc species can be intercepted by common organic electrophiles under copper or palladium catalysis. NRF (Natl Research Foundation, S’pore) Accepted version 2014-12-09T02:41:29Z 2019-12-06T21:05:44Z 2014-12-09T02:41:29Z 2019-12-06T21:05:44Z 2014 2014 Journal Article Tan, B.-H., & Yoshikai, N. (2014). Cobalt-catalyzed addition of arylzinc reagents to norbornene derivatives through 1,4-cobalt mgration. Organic letters, 16(12), 3392-3395. https://hdl.handle.net/10356/103106 http://hdl.handle.net/10220/24361 10.1021/ol501449j en Organic letters © 2014 American Chemical Society. This is the author created version of a work that has been peer reviewed and accepted for publication by Organic Letters, American Chemical Society. 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: [Article DOI: http://dx.doi.org/10.1021/ol501449j]. 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 DRNTU::Science::Chemistry
spellingShingle DRNTU::Science::Chemistry
Tan, Boon-Hong
Yoshikai, Naohiko
Cobalt-catalyzed addition of arylzinc reagents to norbornene derivatives through 1,4-cobalt mgration
description A cobalt–diphosphine catalyst promotes the addition of an arylzinc reagent to a norbornene derivative to afford o-(2-exo-norbornyl)arylzinc species. This “migratory arylzincation” reaction is considered to involve insertion of norbornene into an arylcobalt species, alkyl-to-aryl 1,4-cobalt migration, and transmetalation between the resulting o-(2-exo-norbornyl)arylcobalt species and the arylzinc reagent. The o-(2-exo-norbornyl)arylzinc species can be intercepted by common organic electrophiles under copper or palladium catalysis.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Tan, Boon-Hong
Yoshikai, Naohiko
format Article
author Tan, Boon-Hong
Yoshikai, Naohiko
author_sort Tan, Boon-Hong
title Cobalt-catalyzed addition of arylzinc reagents to norbornene derivatives through 1,4-cobalt mgration
title_short Cobalt-catalyzed addition of arylzinc reagents to norbornene derivatives through 1,4-cobalt mgration
title_full Cobalt-catalyzed addition of arylzinc reagents to norbornene derivatives through 1,4-cobalt mgration
title_fullStr Cobalt-catalyzed addition of arylzinc reagents to norbornene derivatives through 1,4-cobalt mgration
title_full_unstemmed Cobalt-catalyzed addition of arylzinc reagents to norbornene derivatives through 1,4-cobalt mgration
title_sort cobalt-catalyzed addition of arylzinc reagents to norbornene derivatives through 1,4-cobalt mgration
publishDate 2014
url https://hdl.handle.net/10356/103106
http://hdl.handle.net/10220/24361
_version_ 1759857071158722560

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