Aerobic Oxidation of Vicinal Diols Catalyzed by an Anderson-Type Polyoxometalate, [IMo6O24]5-

Alexander M. Khenkin, Ronny Neumann

Research output: Contribution to journalArticle

53 Citations (Scopus)

Abstract

An Anderson-type polyoxometalate, [IVIIMo6O24]5-, has been used as a catalyst for the aerobic oxidation at 80°C of vicinal diols (glycols). This is the first report on the use of such a polyoxometalate as an oxidation catalyst. Reactivity and selectivity were dependent on the substrate. Thus, aryl-substituted diols yielded mostly the carbon-carbon bond cleavage products, while 1,2-cyclohexanediol yielded cyclohexanone-2-ol and 1,2-cyclohexanedione. Aliphatic diols were less reactive but yielded carbon-carbon bond cleavage products in the presence of additional acid. An abbreviated mechanistic study was carried out indicating that the polyoxometalate oxidizes the diol to the various products even under anaerobic conditions. The reduced polyoxometalates (heteropoly blues and heteropoly browns) formed in the oxidation of the diols are re-oxidized by the molecular oxygen.

Original languageEnglish
Pages (from-to)1017-1021
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume344
Issue number9
DOIs
Publication statusPublished - Oct 2002

Keywords

  • Carbon-carbon bond cleavage
  • Diols
  • Homogeneous catalysis
  • Oxidation
  • Polyoxometalates

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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