Substituent effects on regioselectivity in the autoxidation of nonconjugated dienes

KA Tallman, CL Rector, NA Porter

Index: Tallman, Keri A.; Rector, Christopher L.; Porter, Ned A. Journal of the American Chemical Society, 2009 , vol. 131, p. 5635 - 5641

Full Text: HTML

Citation Number: 17

Abstract

Free radical oxidation of several 1, 4-dienes was carried out in the presence of variable concentrations of α-tocopherol to investigate the effect of diene structure on product distribution. Oxidations carried out at low tocopherol concentration gave only C-1 and C-5 conjugated diene hydroperoxides, while higher concentrations of the antioxidant resulted in formation of substantial amounts of the nonconjugated C-3 diene hydroperoxide. ...