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Aerobic oxidation of aromatics catalyzed by CoSPc and NHPI

An efficient method to convert aromatics into the corresponding oxides, catalyzed by a combined catalytic system consisting of CoSPc and NHPI, has been developed. The products have been diversified with the number of hydrogen atoms on the benzyl positions. When only one hydrogen atom is present on the benzyl position, a C-C bond dissociation occurs, if there are two or three hydrogen atoms present on the benzyl positions, carbonyl or carboxyl products are generated. Whether the oxidation takes place or not mainly depends on the BDEs of benzyl C-H bonds, steric hindrances only influence the oxidation speeds, and an oxidation process is proposed at the end of discussion.