Cobalt-Induced C-N and C-C Bond Formation via Metal-Stabilized alpha-CF(3) Carbenium Ion

H Amouri; JP Bégué; A Chennoufi; D Bonnet-Delpon; M Gruselle; B Malézieux

doi:10.1021/ol005554l

Cobalt-Induced C-N and C-C Bond Formation via Metal-Stabilized alpha-CF(3) Carbenium Ion

Org Lett. 2000 Mar 23;2(6):807-809. doi: 10.1021/ol005554l.

Authors

H Amouri¹, JP Bégué, A Chennoufi, D Bonnet-Delpon, M Gruselle, B Malézieux

Affiliation

¹ Laboratoire de Chimie Inorganique et Matériaux Moléculaires Unité CNRS 7071, Université Pierre et Marie Curie, 4 Place Jussieu, Case 42, Paris F-75252 Cedex 05, France, and Laboratoire BioCIS associé au CNRS, Faculté de Pharmacie, Université Paris-Sud, Rue J.B Clément, F-92296 Châtenay-Malabry, France.

PMID: 10814433
DOI: 10.1021/ol005554l

Abstract

An alpha-CF(3)-carbenium ion stabilized by a bimetallic [Co-Co] cluster was prepared and isolated in good yield, starting from the corresponding alcohol by action of HBF(4)/Et(2)O. C-N and C-C bonds with nitrogen and carbon nucleophiles could be easily formed. Subsequent decomplexation gave the free substituted beta-CF(3) alkynes in good yields.