Biomaterial Database

Chemo- and regioselective direct hydroxylation of arenes with hydrogen peroxide catalyzed by a divanadium-substituted phosphotungstate. 2012

Keigo Kamata, and Taiyo Yamaura, and Noritaka Mizuno

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

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.

UI	MeSH Term	Description	Entries
D010636	Phenols	Benzene derivatives that include one or more hydroxyl groups attached to the ring structure.
D010772	Phosphotungstic Acid	Tungsten hydroxide oxide phosphate. A white or slightly yellowish-green, slightly efflorescent crystal or crystalline powder. It is used as a reagent for alkaloids and many other nitrogen bases, for phenols, albumin, peptone, amino acids, uric acid, urea, blood, and carbohydrates. (From Merck Index, 11th ed)	Acid, Phosphotungstic
D002384	Catalysis	The facilitation of a chemical reaction by material (catalyst) that is not consumed by the reaction.	Catalyses
D006861	Hydrogen Peroxide	A strong oxidizing agent used in aqueous solution as a ripening agent, bleach, and topical anti-infective. It is relatively unstable and solutions deteriorate over time unless stabilized by the addition of acetanilide or similar organic materials.	Hydrogen Peroxide (H2O2),Hydroperoxide,Oxydol,Perhydrol,Superoxol,Peroxide, Hydrogen
D006900	Hydroxylation	Placing of a hydroxyl group on a compound in a position where one did not exist before. (Stedman, 26th ed)	Hydroxylations
D001555	Benzene Derivatives	Organic compounds derived from BENZENE.	Derivatives, Benzene
D013237	Stereoisomerism	The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed)	Molecular Stereochemistry,Stereoisomers,Stereochemistry, Molecular,Stereoisomer
D017968	Vanadium Compounds	Inorganic compounds that contain vanadium as an integral part of the molecule.	Compounds, Vanadium