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Issue 3, 2006
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Intramolecular charge effects in the electrochemical oxidation of aminoxyl radicals

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Abstract

The redox potentials of a series of aromatic nitroxides derived from tert-butyl phenyl nitroxide are determined by cyclic voltammetry in non-aqueous solution. It is shown that the first oxidation potential as well as the reduction potential strongly depend on the electron donating and withdrawing substituents of the compounds. The first results on the influence of a negative charge in proximity to the aminoxyl group on the redox properties of aromatic nitroxides, are reported. A remarkably strong intramolecular “charge effect” is probably responsible for the observed high potential shift of 560 mV in the case of the carboxylate 4b.

Graphical abstract: Intramolecular charge effects in the electrochemical oxidation of aminoxyl radicals

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Publication details

The article was received on 04 Nov 2005, accepted on 10 Jan 2006 and first published on 26 Jan 2006


Article type: Paper
DOI: 10.1039/B515677G
New J. Chem., 2006,30, 430-434

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    Intramolecular charge effects in the electrochemical oxidation of aminoxyl radicals

    L. Marx and B. Schöllhorn, New J. Chem., 2006, 30, 430
    DOI: 10.1039/B515677G

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