Kinetic and selectivity control of TEMPO electro-mediated oxidation of alcohols

TEMPO electro-mediated oxidation of alcohols has been investigated in aqueous and hydro-organic media. Mono- and poly-saccharides, aryl alcohols and heterocyclic alcohols were converted into the corresponding carbonyls in good chemical and Faradaic yields. In both solvents, the electrochemically gen...

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Bibliographic Details
Published in:	Electrochemistry communications Vol. 7; no. 3; pp. 312 - 316
Main Authors:	Liaigre, Denis, Breton, Tony, Belgsir, El Mustapha
Format:	Journal Article
Language:	English
Published:	Lausanne Elsevier B.V 01-03-2005 Amsterdam Elsevier Science New York, NY Elsevier
Subjects:	Alcohols Carbohydrates Chemical Sciences Chemistry Electrochemistry Electrosynthesis Exact sciences and technology General and physical chemistry Kinetics and mechanism of reactions or physical chemistry Oxidation TEMPO Theoretical and Carbohydrates Electrosynthesis Oxidation TEMPO Alcohols Catalytic reaction Nitroxyl 3-p-Menthanol Disaccharides Alcohol Maltose Experimental study Cyclic voltammetry Organic solvent Organic free radical Homogeneous catalysis Oxidative degradation Reaction mechanism Kinetic parameter Aqueous solution Rate constant Electrochemical reaction
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Summary:	TEMPO electro-mediated oxidation of alcohols has been investigated in aqueous and hydro-organic media. Mono- and poly-saccharides, aryl alcohols and heterocyclic alcohols were converted into the corresponding carbonyls in good chemical and Faradaic yields. In both solvents, the electrochemically generated TEMPO + was used in catalytic amount and the kinetics was found to be controlled by the diffusion step.
ISSN:	1388-2481 1873-1902
DOI:	10.1016/j.elecom.2005.01.002