| Abstract
| - The epoxidation of 1-octene and propene with hydrogen peroxide is performed using micellarcatalysis. Linear terminal alkenes have successfully been epoxidized with a homogeneous catalystsolubilized in an aqueous micellar solution. The best micellar system, in terms of reactivity andactivity, consists of a homogeneous porphyrin catalyst, Mn(TDCPP)Cl, solubilized in Triton X-100micelles. The aggregation behavior of Triton X-100 micelles with and without differentepoxidation catalysts has been studied. For the epoxidation of 1-octene with the Mn(TDCPP)Cl−Triton X-100 system, a conversion of about 25% with a selectivity toward octene oxide inexcess of 97% was obtained after 30 min. The cocatalyst used was imidazole. The initial turnoverfrequency was 250 h-1. The Mn(TDCPP)Cl−Triton X-100 system showed excellent stability, andvirtually no deactivation of the porphyrin catalyst was observed. The same epoxidation reactioncarried out in a mixture of dichloromethane and CH3CN had an initial turnover frequency of392 h-1, and the selectivity toward octene oxide was 94%.
|
