Ketonization of Secondary Hydroxy Groups of Alcohols and Diols with Hydrogen Peroxide Under the Influence of Tricetylpyridinium-12-Tungstophosphate

Abstract

Abstract Molydbenum and tungsten-catalyzed oxidations of alcohols with dilute hydrogen peroxide under phase-transfer conditions have been focused in recent years 1–3. In a previous paper, we have reported that tricetylpyridinium-12-molybdophosphate(CMP), [π - C5H5N+(CH2 15CH3]3 (PMO12O40)3-, prepared from 12-molybdophosphoric acid (MPA) and cetylpyridinium chloride (CPC), catalyzed the oxidation of secondary alcohols to carbonyl compounds with tert-butylhydroperoxide(t-BuOOH)4. When hydrogen peroxide in place of t-BuOOH was employed as the oxidant for the above oxidation, however, alcohols were oxidized with difficulty to give carbonyl compounds in poor yields. In continuation of this study, we wish to report here the selective oxidation of secondary hydroxy group of alcohols and diols and diols with H2O2 under the influence to tricetylpyridinium-12 tungstophosphate (CWP), [π-C5H5N+ (CH2) 15 CH3]3(PW12O40)3-, derived from 12-tungstophosporic acid (WPA) and CPC.