The influence of radical stability of organomagnesium halide reagents on the direction of addition to an α,β-unsaturated phosphoryl group

Article abstract of DOI:10.1080/00397919308013805

The addition of Grignard reagents with increasing radical character to α,β-unsaturated phosphoryl groups was found to occur with a corresponding increase in the yield of the aromatic substitution products. Molecular modelling was used to determine that the radical character has a greater role in determining the degree of aromatic substitution than does steric parameters.