Selective ortho hydroxylation of nitrobenzene with molecular oxygen catalyzed by the H5PV2Mo10O40 polyoxometalate

Alexander M. Khenkin, Lev Weiner, Ronny Neumann

Research output: Contribution to journalArticle

68 Citations (Scopus)

Abstract

Nitrobenzene was regioselectively oxidized to 2-nitrophenol with oxygen in a reaction catalyzed by the H5PV2Mo10O40 polyoxometalate. The reaction was first order in oxygen and catalyst. 15N NMR showed the interaction between nitrobenzene and the polyoxometalate. Use of labeled 18O2, H218O, a competitive kinetic isotope experiment, and use of phenyl-tert-butylnitrone as a spin-trap and identification by EPR provided evidence for formation of a radical intermediate involving a selective intramolecular interaction at the ortho position due to formation of a H5PV2Mo10O40-nitrobenzene complex.

Original languageEnglish
Pages (from-to)9988-9989
Number of pages2
JournalJournal of the American Chemical Society
Volume127
Issue number28
DOIs
Publication statusPublished - Jul 20 2005

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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