Carboxylation of aromatic compounds in a supercritical carbon dioxide medium |
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| Authors: | A V Shlyakhtin S Z Vatsadze D P Krut’ko D A Lemenovskii M V Zabalov |
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| Institution: | 1. Department of Chemistry, Moscow State University, Moscow, Russia
2. Semenov Institute of Chemical Physics, Russian Academy of Sciences, Moscow, Russia
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| Abstract: | 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 CO2 medium in the presence of various Lewis acids (AlCl3, FeCl3, ZrCl4, and ZnCl2) 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 AlCl3-CO2toluene system, optimal conditions of the formation of n-toluic acid are determined. For the AlCl3-CO2-benzene system, as an example, quantum-chemical calculations of the characteristics of the allowed pathways of the carboxylation reaction are performed. |
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