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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Bibliographic Details
Main Authors: Tan, Boon-Hong, Yoshikai, Naohiko
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
Subjects:
Online Access:https://hdl.handle.net/10356/103106
http://hdl.handle.net/10220/24361
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Institution: Nanyang Technological University
Language: English
Description
Summary: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.