Kumar , R and Sharma, N and Sharma, N and Sharma, A and Sinha, Arun K (2011) Metal-free activation of H2O2 by synergic effect of ionic liquid and microwave: chemoselective oxidation of benzylic alcohols to carbonyls and unexpected formation of anthraquinone in aqueous condition. Molecular Diversity, 15. pp. 687-695.

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Abstract

H2O2 mediated oxidation of alcohols in ionic liquid is revisited, wherein, ionic liquids under the influence of microwave irradiation have been found to facilitate activation ofH2O2 without anymetal catalyst in aqueous condition. The method utilizes a neutral ionic liquid [hmim]Br both as catalyst and solvent for efficient and chemoselective oxidation of benzyl alcohol derivatives on aromatic (β, γ ) alcohols, cyclic and aliphatic analogues, which can be a useful synthetic approach in total synthesis of complex organic compounds/ natural products. Moreover, an unexpected oxidation of 9-anthracenyl propanol, a polyaromatic benzyl alcohol, resulting in the formation of 9,10-anthraquinone by the loss of propyl side chain was observed. Plausible mechanism and further exploration of this method on various other related substrates are discussed in detail.

Item Type: Article
Uncontrolled Keywords: Oxidation · Ionic liquids · Microwave · Metal-free · Hydrogen peroxide
Subjects: Natural Product Chemistry
Synthetic Chemistry
Divisions: UNSPECIFIED
Depositing User: Dr. Aparna Maitra Pati
Date Deposited: 30 Dec 2011 03:36
Last Modified: 30 Dec 2011 03:36
URI: http://ihbt.csircentral.net/id/eprint/614

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