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Issue 2, 2013
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Self-decarboxylation of trichloroacetic acid redox catalyzed by trichloroacetate ions in acetonitrile solutions

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Abstract

In mixtures of trichloroacetate ion and trichloroacetic acid in acetonitrile, trichloromethyl radicals are produced as a result of the redox reaction between the acid and its conjugate base. The reaction follows a loop mechanism in which the trichloroacetic acid is slowly consumed by proton reduction while the trichloroacetate ion is oxidized like in an electrochemical Kolbe reaction. The hydroquinone–trichloroacetate complex was a good sensor of this unexpected self-decarboxylation redox reaction.

Graphical abstract: Self-decarboxylation of trichloroacetic acid redox catalyzed by trichloroacetate ions in acetonitrile solutions

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Publication details

The article was received on 08 Oct 2012, accepted on 30 Oct 2012 and first published on 02 Nov 2012


Article type: Paper
DOI: 10.1039/C2OB26961A
Citation: Org. Biomol. Chem., 2013,11, 318-325
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    Self-decarboxylation of trichloroacetic acid redox catalyzed by trichloroacetate ions in acetonitrile solutions

    D. P. Valencia, P. D. Astudillo, A. Galano and F. J. González, Org. Biomol. Chem., 2013, 11, 318
    DOI: 10.1039/C2OB26961A

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