ELECTRIC-FIELD FACILITATED S(N)2 REACTIONS IN 7-BROMONORBORNANES

Authors
NASH JJ WAUGH T MORRISON H
Citation
Jj. Nash et al., ELECTRIC-FIELD FACILITATED S(N)2 REACTIONS IN 7-BROMONORBORNANES, Tetrahedron letters, 39(36), 1998, pp. 6449-6452
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
36
Year of publication
1998
Pages
6449 - 6452
Database
ISI
SICI code
0040-4039(1998)39:36<6449:EFSRI7>2.0.ZU;2-C
Abstract
Ab initio and natural bond orbital calculations on a series of substit uted norbornanes show that the nucleophilic displacement of a nucleofu ge at C7 can be enhanced when the molecule contains a substituent at C 2 or C3 that creates a strong electric field. (C) 1998 Elsevier Scienc e Ltd. All rights reserved.