THE INFLUENCE OF RADICAL STABILITY OF ORGANOMAGNESIUM HALIDE REAGENTSON THE DIRECTION OF ADDITION TO AN ALPHA,BETA-UNSATURATED PHOSPHORYL GROUP

Citation
Rc. Gatrone et Sd. Jonson, THE INFLUENCE OF RADICAL STABILITY OF ORGANOMAGNESIUM HALIDE REAGENTSON THE DIRECTION OF ADDITION TO AN ALPHA,BETA-UNSATURATED PHOSPHORYL GROUP, Synthetic communications, 23(19), 1993, pp. 2743-2751
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397911
Volume
23
Issue
19
Year of publication
1993
Pages
2743 - 2751
Database
ISI
SICI code
0039-7911(1993)23:19<2743:TIORSO>2.0.ZU;2-7
Abstract
The addition of Grignard reagents with increasing radical character to alpha,beta-unsaturated phosphoryl groups was found to occur with a co rresponding increase in the yield of the aromatic substitution product s. Molecular modelling was used to determine that the radical characte r has a greater role in determining the degree of aromatic substitutio n than does steric parameters.