Aqueous Phase C-H Bond Oxidation Reaction of Arylalkanes Catalyzed by a Water-Soluble Cationic Ru(III) Complex [(pymox-Me₂)₂RuCl₂]⁺BF₄^-

Chae S. Yi*, Ki-Hyeok Kwon and Do W. Lee

*Department of Chemistry, Marquette University, Milwaukee, Wisconsin 53201-1881, Email: chae.yimarquette.edu

C. S. Yi, K.-H. Kwon, D. W. Lee, Org. Lett., 2009, 11, 1567-1569.

DOI: 10.1021/ol900097y

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Abstract

The cationic complex [(pymox-Me₂)RuCl₂]⁺BF₄^- is a highly effective catalyst for the C-H bond oxidation of aryl alkanes in water using tert-butyl hydroperoxide as oxidant to yield various aryl ketones at room temperature in water as solvent. A solvent-caged oxygen rebounding mechanism via a Ru(IV)-oxo intermediate species is suggested.

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Key Words

aryl ketones, tert-butyl hydroperoxide, green chemistry

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ID: J54-Y2009-1130