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Ultrasound and ionic liquid: an efficient combination to tune the mechanism of alkenes epoxidation
Authors:Chatel Gregory  Goux-Henry Catherine  Kardos Nathalie  Suptil Joel  Andrioletti Bruno  Draye Micheline
Affiliation:a Laboratoire de Chimie Moléculaire et Environnement, Université de Savoie, CISM, Campus scientifique, Le Bourget du Lac Cedex 73376, France
b Institut de Chimie et Biochimie Moléculaire et Supramoléculaire (Equipe CASYEN), UMR-CNRS 5246, Université Claude Bernard Lyon 1, Bâtiment Curien (CPE), 43, Boulevard du 11 Novembre 1918, Villeurbanne Cedex 69622, France
Abstract:
In this proof of concept study, the advantageous properties of both H2O2/NaHCO3/imidazole/Mn(TPP)OAc oxidation system and MOPyrroNTf2 ionic liquid have been combined under ultrasonic irradiation to give an exceptionally favorable environment for Mn(TPP)OAc catalyzed olefin oxidations. The results reveal the crucial role played by the ultrasonic irradiations that influence drastically the oxidation process. In MOPyrroNTf2 and under ultrasonic irradiation, the mechanism probably involves an oxo-manganyl intermediate at the expense of the classical bicarbonate-activated peroxide route.
Keywords:Epoxidation   Alkenes   Ionic liquids   Mn porphyrin   Ultrasound
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