Reversibility of the catalytic ketonization of carboxylic acids and of beta-keto acids decarboxylation

Authors

Alexey V. Ignatchenko, St. John Fisher UniversityFollow
Andrew J. Cohen, St. John Fisher UniversityFollow

Document Type

Article

Publication Date

4-6-2018

Keywords

fsc2019

Abstract

Decarboxylation of beta-keto acids in enzymatic and heterogeneous catalysis has been considered in the literature as an irreversible reaction due to a large positive entropy change. We report here experimental evidence for its reversibility in heterogeneous catalysis by solid metal oxide(s) surfaces. Ketones and carboxylic acids having 13C-labeled carbonyl group undergo 13C/12C exchange when heated in an autoclave in the presence of 12CO2 and ZrO2 catalyst. In the case of ketones, the carbonyl group exchange with CO2 serves as evidence for the reversibility of all steps of the catalytic mechanism of carboxylic acids ketonic decarboxylation, i.e. enolization, condensation, dehydration and decarboxylation.

DOI

10.1016/j.catcom.2018.04.002

Comments

This is the author's manuscript version of the article. The final, published version of this article is available through the publisher: https://doi.org/10.1016/j.catcom.2018.04.002

Publication Information

Ignatchenko, Alexey V. and Cohen, Andrew J. (2018). "Reversibility of the catalytic ketonization of carboxylic acids and of beta-keto acids decarboxylation." Catalysis Communications 111, 104-107.

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