BISMUTH(III)-CATALYZED OXIDATIVE CLEAVAGE OF ARYL EPOXIDES - SUBSTITUENT EFFECTS ON THE KINETICS OF THE OXIDATION REACTION

Citation
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
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
ISSN journal
0022328X
Volume
482
Issue
1-2
Year of publication
1994
Pages
119 - 123
Database
ISI
SICI code
0022-328X(1994)482:1-2<119:BOCOAE>2.0.ZU;2-8
Abstract
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.