Chemo- and regioselective direct hydroxylation of arenes with hydrogen peroxide catalyzed by a divanadium-substituted phosphotungstate

Keigo Kamata; Taiyo Yamaura; Noritaka Mizuno

doi:10.1002/anie.201201605

Chemo- and regioselective direct hydroxylation of arenes with hydrogen peroxide catalyzed by a divanadium-substituted phosphotungstate

Angew Chem Int Ed Engl. 2012 Jul 16;51(29):7275-8. doi: 10.1002/anie.201201605. Epub 2012 Jun 8.

Authors

Keigo Kamata¹, Taiyo Yamaura, Noritaka Mizuno

Affiliation

¹ Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656 , Japan.

PMID: 22685078
DOI: 10.1002/anie.201201605

Abstract

Peroxide in, phenol out: The catalyst [γ-PW(10)O(38)V(2)(μ-OH)(2)](3-) showed high activity in the hydroxylation of various aromatic compounds with aqueous H(2)O(2). The system was regioselective, producing para-phenols from monosubstituted benzene derivatives. Furthermore, alkylarenes with reactive side-chain C sp 3-H bonds could be chemoselectively hydroxylated without significant formation of side-chain oxygenated products.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Benzene Derivatives / chemistry*
Catalysis
Hydrogen Peroxide / chemistry*
Hydroxylation
Phenols / chemistry*
Phosphotungstic Acid / chemistry*
Stereoisomerism
Vanadium Compounds / chemistry*

Substances

Benzene Derivatives
Phenols
Vanadium Compounds
Phosphotungstic Acid
Hydrogen Peroxide