29478-26-0Relevant articles and documents
MONOOXYGENASE-LIKE OXIDATIONS OF OLEFINS AND ALKANES CATALYZED BY MANGANESE PORPHYRINS : COMPARISON OF SYSTEMS INVOLVING EITHER O2 AND ASCORBATE OR IODOSYLBENZENE
Fontecave, Marc,Mansuy, Daniel
, p. 4297 - 4312 (2007/10/02)
A biphasic system using a manganese porphyrin as a catalyst and sodium ascorbate as a reducing agent is able to activate dioxygen and to oxidize olefins selectively into epoxides and alkanes into alcohols and ketones.Its properties and specifities are shown to be different from those of the manganese porphyrin-iodosylbenzene system, suggesting that a manganese -oxo complex is not involved in these O2-dependent oxidations.
Stereochemistry of Olefin and Fatty Acid Oxidation. Part 1. Photosensitised Oxidation of Hexene and Hepta-2,5-diene Isomers
Frankel, Edwin N.,Garwood, Robert F.,Vinson, John R.,Weedon, Basil C. L.
, p. 2715 - 2718 (2007/10/02)
The stereochemistry of the photosensitised oxidation of hex-1-ene, cis- and trans-hex-2-ene, cis- and trans-hex-3-ene, and of the three geometrical isomers of hepta-2,5-diene, has been investigated by the reduction or hydrogenation of the hydroperoxides produced and analysis of the resulting allylic or saturated alcohols.The isomeric distribution of hydroperoxides from hexene isomers is that expected from the concerted ene reaction of singlet oxygen with the parent olefin oriented so as to favor the cis, cyclic process.In contrast to autooxidation, photosensitised oxidation of hepta-2,5-diene isomers produces a mixture of conjugated (67-70percent) and nonconjugated (30-33percent) hydroperoxides.The conjugated products formed are explicable in terms of the conformations of the parent dienes which have the least steric interactions.