V. Leboisselier et al., BISMUTH(III)-CATALYZED OXIDATIVE CLEAVAGE OF ARYL EPOXIDES - SUBSTITUENT EFFECTS ON THE KINETICS OF THE OXIDATION REACTION, Journal of organometallic chemistry, 482(1-2), 1994, pp. 119-123
Bismuth(III)mandelate catalyzes the oxidative C-C bond cleavage of a s
eries of styrene epoxides in DMSO, to the corresponding aryl carboxyli
c acids. The reaction is accelerated in the presence of electron-donat
ing groups substituting the phenyl ring. A good Hammet correlation of
log k(obs) versus sigma has been obtained, with a rho of - 1.08.