Volume 27, Issue 3 pp. 587-592
Full Paper

Ionic liquid-H2O Resulting in a Highly Chemoselective Oxidation of Benzylic Alcohols in the Presence of Aliphatic Analogues Catalyzed by Immobilized TEMPO

Ruijun HU

Ruijun HU

Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027, China

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Ming LEI

Ming LEI

Tel.: 0086-0571-87953816; Fax: 0086-0571-87953816

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Hegeng WEI

Hegeng WEI

Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027, China

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Yanguang WANG

Yanguang WANG

Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027, China

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First published: 02 April 2009
Citations: 7

Abstract

In ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF6])-H2O, a highly chemoselective oxidation of benzylic alcohols in the presence of aliphatic ones to the corresponding hydroxyl benzyl aldehydes and ketones was allowed in high yields using N-chlorosuccinimide (NCS)/NaBr/IL-TEMPO (ionic liquid immobilized 2,2,6,6-tetramethylpiperidine-1-oxyl) as a facile and effective catalytic oxidation system. The medium, [bmim][PF6], together with the catalyst IL-TEMPO could be easily recycled for ten runs without any influence on the efficacy of the reaction in terms of yield and selectivity of the product.

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