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Oxidation of 2,6-di-tert-butylphenol with polymer anchored molybdenyl and vanadyl complexes
Authors:Rita Pathak  GN Rao
Institution:

Chemistry Department, Indian Institute of Technology, New Delhi 110 016, India

Abstract:The oxidation of 2,6-di-tert-butylphenol with tert-butylhydroperoxide (ButO2H) has been studied using polymer (XAD4) anchored salicylaldoxime, 1,3-propylene-bis-salicylaldimine and o-phenylene-bis-salicylaldimine complexes of molybdenum and vanadium in acetonitrile. The predominant products formed in the oxidation reactions were 2,6-di-tert-butylbenzoquinone (BQ) and 3,3′-5,5′-tetra-tert-butyldiphenoquinone (dPQ), whereas with some only 2,6-di-tert-butylbenzoquinone was formed. This is the first reported use of polymer anchored molybdenyl and vanadyl complexes in selective oxidation of 2,6-di-tert-butylphenol. Solvent plays an important role in this reaction. The effects of varying the ligand, metal and the support on the catalytic activity in the oxidation of 2,6-di-tert-butylphenol have been studied. With polymer anchored MoO2(salpen), 81% of 2,6-di-tert-butylbenzoquinone was formed from 2,6-di-tert-butylphenol.
Keywords:tert-Butylhydroperoxide  2  6-di-tert-Butylphenol  2  6-di-tert-Butylbenzoquinone  3  3′-5  5′-tetra-tert-Butyldiphenoquinone  Salicylaldoxime  1  3-Propylene-bis-salicylaldimine  o-Phenylene-bis-salicylaldimine  Vanadium  Molybdenum  Styrene-divinylbenzene
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