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

Drochss P. Valencia; Pablo D. Astudillo; Annia Galano; Felipe J. González

doi:10.1039/c2ob26961a

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

Drochss P. Valencia
, Pablo D. Astudillo
, Annia Galano
, Felipe J. González

Research output: Contribution to journal › Article › peer-review

11 Scopus citations

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.

Original language	English
Pages (from-to)	318-325
Number of pages	8
Journal	Organic and Biomolecular Chemistry
Volume	11
Issue number	2
DOIs	https://doi.org/10.1039/c2ob26961a
State	Published - 14 Jan 2013
Externally published	Yes

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title = "Self-decarboxylation of trichloroacetic acid redox catalyzed by trichloroacetate ions in acetonitrile solutions",

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.",

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AU - Valencia, Drochss P.

AU - Astudillo, Pablo D.

AU - Galano, Annia

AU - González, Felipe J.

PY - 2013/1/14

Y1 - 2013/1/14

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/84870869182

U2 - 10.1039/c2ob26961a

DO - 10.1039/c2ob26961a

M3 - Article

AN - SCOPUS:84870869182

SN - 1477-0520

VL - 11

SP - 318

EP - 325

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 2

ER -

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

Abstract

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