Comparative Baeyer-Villiger oxidation of cyclohexanone on Fe-pillared clays and iron tetrasulfophthalocyanine covalently supported on silica

The Baeyer-Villiger oxidation of cyclohexanone to caprolactone has been investigated at room temperature over AlFe-pillared clays, using oxygen as oxidant in the presence of benzaldehyde. A nearly complete conversion is observed with a selectivity into caprolactone above 80%. The observation of an induction period in the kinetics, of high activity of the non-pillared clay, and the detection of Fe traces in the reaction medium, suggest a process involving homogenous catalysis. The reaction is indeed catalysed in homogeneous phase by a few ppm of Fe. By contrast, iron phthalocyanine covalently supported on silica appears as a true heterogeneous catalyst, giving a selectivity above 95% to caprolactone at 61% conversion. (C) 2010 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.