Document Type
Article
Publication Date
2006
Publication Title
Tetrahedron
Volume
62
Issue
7
First Page
1402
Keywords
Nicholas reaction, Cobalt–alkyne complexes, Cycloheptyne, Propargyl cations
Last Page
1409
Abstract
Nicholas reactions on the cation derived from the cyclic allylic acetate alkynedicobalt complex 1 favour the gamma-site kinetically for most nucleophiles, with increasing amounts of of-products in cases with greater nucleophilicity. Some regiocontrol in introduction of a specific nucleophilic fragment is possible by using different nucleophiles. Under conditions where reversibility is possible, the thermodynamically favoured site is exclusively gamma-. (c) 2005 Elsevier Ltd. All rights reserved.
DOI
10.1016/j.tet.2005.11.030
Recommended Citation
DiMartino, Joseph and Green, James R.. (2006). Lewis and protic acid mediated Nicholas reactions of 3-acetoxycyclohept-1-en-4-ynedicobalt hexacarbonyl: site selectivity of nucleophile incorporation. Tetrahedron, 62 (7), 1402-1409.
https://scholar.uwindsor.ca/chemistrybiochemistrypub/8
Comments
NOTICE: this is the author’s version of a work that was accepted for publication in Tetrahedron. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron, 62 (7), 2006 and is available here.