Selective Oxidation of Cyclohexene, Toluene and Ethyl Benzene Catalyzed by Bis-(L-tyrosinato)copper(II), Immersed in a Magnetite-Infused Silica Matrix

Abstract

Bis-(L-tyrosinato)copper(II) was reacted with 3-(chloropropyl)-trimethoxysilane functionalized silica that has infused magnetite to yield a magnetically separable catalyst in which the copper carboxylate is covalently linked to the silica matrix through the silane linkage. The immobilized catalyst has been characterized by spectroscopic studies (such as FT-IR, EPR, Magnetic Measurement, SEM) and chemical analyses. The immobilized catalytic system functions as an efficient heterogeneous catalyst for oxidation of cyclohexene, toluene and ethyl benzene in the presence of hydrogen peroxide (as an oxidant) and sodium bicarbonate (a co-catalyst). The reaction conditions have been optimized for solvent, temperature and amount of oxidant and catalyst. Comparison of the encapsulated catalyst with the corresponding homogeneous catalyst showed that the heterogeneous catalyst had higher activity and selectivity than the homogeneous catalyst. The immobilized catalyst could be readily recovered from the reaction mixture by using a simple magnet, and reused up to five times without any loss of activity.