MECANISME DE L'ADDITION NUCLEOPHILE AU GROUPEMENT CARBONYLE-I. INFLUENCE DE LA NATURE DU SUBSTITUANT POLAIRE SUR LA STEREOCHIMIE ET LA REACTIVITE DANS LES REACTIONS D'ADDITION DE BROMURE DE METHYLMAGNESIUM AUX ARYL-1 PHENYL-2 PROPANONES

Article abstract of DOI:10.1016/0040-4020(80)80191-8

The influence of a m- or p-polar substituent in 1-aryl 2-phenyl propanones, on addition reactions with CH3MgBr in ether at 30 deg C has been investigated.The invariability of asymmetric induction as a function of substituent, and the correlation of rate constant ratios with Hammett ? constants (ρ=0.24, r=0.97), are consistent with a four-centre pericyclic concerted mechanism with concomitant departure of a solvent molecule.