Carboxylation of aromatic compounds in a supercritical carbon dioxide medium

The reaction of direct carboxylation of benzene and its derivatives PhX (X = Me, Br, Ph, OPh, OMe), as well as mesitylene, durene, and ferrocene, in a supercritical CO 2 medium in the presence of various Lewis acids (AlCl 3 , FeCl 3 , ZrCl 4 , and ZnCl 2 ) is studied. It is shown that, in all cases,...

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Bibliographic Details
Published in:Russian journal of physical chemistry. B 2012-12, Vol.6 (7), p.818-826
Main Authors: Shlyakhtin, A. V., Vatsadze, S. Z., Krut’ko, D. P., Lemenovskii, D. A., Zabalov, M. V.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Physical Chemistry
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Summary:The reaction of direct carboxylation of benzene and its derivatives PhX (X = Me, Br, Ph, OPh, OMe), as well as mesitylene, durene, and ferrocene, in a supercritical CO 2 medium in the presence of various Lewis acids (AlCl 3 , FeCl 3 , ZrCl 4 , and ZnCl 2 ) is studied. It is shown that, in all cases, secondary reactions proceed faster than the primary reaction of carboxylic acid formation. For the thoroughly studied AlCl 3 -CO 2 toluene system, optimal conditions of the formation of n -toluic acid are determined. For the AlCl 3 -CO 2 -benzene system, as an example, quantum-chemical calculations of the characteristics of the allowed pathways of the carboxylation reaction are performed.
ISSN:1990-7931
1990-7923
DOI:10.1134/S199079311207007X