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Benign oxidants and single-site solid catalysts for the solvent-free selective oxidation of toluene
Authors:Robert Raja  John Meurig Thomas  Valeria Dreyer
Affiliation:(1) Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK;(2) Department of Materials Science & Metallurgy, University of Cambridge, Pembroke Street, Cambridge, CB2 3QZ, UK;(3) Davy Faraday Research Laboratory, The Royal Institution of Great Britain, 21 Albemarle Street, London, W1S 4BS, UK;(4) BP America, Mail Code E-1B, 150 West Warrenville Road, Naperville, Il 60563-8460, USA
Abstract:Two types of single-site heterogeneous catalysts have been designed so as to facilitate either the side-chain oxidation or ring-hydroxylation of toluene in O2 (solvent-free) or by employing aqueous (H2O2) or organic (cumene hydroperoxide) hydroperoxides in high yield. The use of H2O2 and cumene hydroperoxide in particular, facilitates the ring-hydroxylation of toluene when zeolite-encapsulated metal complexes, such as perhalogenated or tetra-nitro-substituted phthalocyanines, are used as catalysts. Nanoporous, redox molecular sieves, display a higher tendency for the side-chain oxidation of toluene with air as an oxidant, with benzoic acid as the predominant product.
Keywords:single-site heterogeneous catalysts  toluene oxidation  benzoic acid  ring-hydroxylation  aluminophosphates  green chemistry
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