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Chemo- and Regioselective Direct Hydroxylation of Arenes with Hydrogen Peroxide Catalyzed by a Divanadium-Substituted Phosphotungstate†

  1. Dr. Keigo Kamata,
  2. Taiyo Yamaura,
  3. Prof. Dr. Noritaka Mizuno*

Article first published online: 8 JUN 2012

DOI: 10.1002/anie.201201605

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 51, Issue 29, pages 7275–7278, July 16, 2012

Additional Information

How to Cite

Kamata, K., Yamaura, T. and Mizuno, N. (2012), Chemo- and Regioselective Direct Hydroxylation of Arenes with Hydrogen Peroxide Catalyzed by a Divanadium-Substituted Phosphotungstate . Angew. Chem. Int. Ed., 51: 7275–7278. doi: 10.1002/anie.201201605

Author Information

  1. Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan) http://park.itc.u-tokyo.ac.jp/mizuno/

*Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan) http://park.itc.u-tokyo.ac.jp/mizuno/

  1. †

    This work was supported in part by the Japan Society for the Promotion of Science (JSPS) through its Funding Program for World-Leading Innovative R&D on Science and Technology (FIRST Program) and a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Science, Sports, and Technology of Japan.

Publication History

  1. Issue published online: 11 JUL 2012
  2. Article first published online: 8 JUN 2012
  3. Manuscript Revised: 10 APR 2012
  4. Manuscript Received: 28 FEB 2012

Funded by

  • Japan Society for the Promotion of Science (JSPS)
  • Ministry of Education, Culture, Science, Sports, and Technology of Japan

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Keywords:

  • arenes;
  • hydrogen peroxide;
  • hydroxylation;
  • polyoxometalates;
  • vanadium
Thumbnail image of graphical abstract

Peroxide in, phenol out: The catalyst [γ-PW10O38V2(μ-OH)2]3− showed high activity in the hydroxylation of various aromatic compounds with aqueous H2O2. The system was regioselective, producing para-phenols from monosubstituted benzene derivatives. Furthermore, alkylarenes with reactive side-chain Cmath image[BOND]H bonds could be chemoselectively hydroxylated without significant formation of side-chain oxygenated products.

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