The catalytic oxidation of cyclohexene with hydrogen peroxide promoted by manganese and iron porphyrins has been studied in the presence of halogenated carbonyl compounds as co-catalysts in a dichloromethane/water biphasic medium. The efficiency of the overall catalytic process is strictly related to the nature of the co-catalyst and to the high reactivity of its perhydrate form toward metalloporphyrins in forming an high valent oxo-porphyrin derivative. Hydrogen peroxide fixation by hexafluoroacetone hydrate provides an useful system to hamper catalyst bleaching and/or oxidant decomposition. Thus, a complete olefin conversion into oxygenated products is accomplished with a very limited excess of oxidant respect to the organic substrate.

Highly Efficient Cascade-Oxygen-Transfer from H2O2 to Olefins Mediated by Halogenated Carbonyl Compounds and MetalloPorphyrins

CAMPESTRINI, SANDRO;TONELLATO, UMBERTO
2001

Abstract

The catalytic oxidation of cyclohexene with hydrogen peroxide promoted by manganese and iron porphyrins has been studied in the presence of halogenated carbonyl compounds as co-catalysts in a dichloromethane/water biphasic medium. The efficiency of the overall catalytic process is strictly related to the nature of the co-catalyst and to the high reactivity of its perhydrate form toward metalloporphyrins in forming an high valent oxo-porphyrin derivative. Hydrogen peroxide fixation by hexafluoroacetone hydrate provides an useful system to hamper catalyst bleaching and/or oxidant decomposition. Thus, a complete olefin conversion into oxygenated products is accomplished with a very limited excess of oxidant respect to the organic substrate.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11577/2463444
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