2012, №1

сс. 21-35

Carboxylation of aromatic compounds in supercritical carbon dioxide medium

2012, №1

сс. 21-35

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A.V. Shlyakhtin, S.Z. Vatsadze, D.P. Krut'ko, D.A. Lemenovskii, M.V. Zabalov

Key words: supercritical carbon dioxide, carboxylation, aromatic compounds, Lewis acids

A direct carboxylation  of benzene and its derivatives PhX (X = Me, Br, Ph, OPh, OMe) and of  mesitilene, durene and ferrocene in the presence of various Lewis acids (AlCl3, FeCl3, ZrCl4,  ZnCl2) in supercritical CO2 medium is studied. In  all the cases secondary transformations proceed faster compared to the primary  reaction of carboxylic acid formation. For the system AlCl3/CO2/toluene  studied in detail the optimal conditions of p-toluic  acid formation are found. Quantum-chemical (DFT) calculations of carboxylation  in AlCl3/CO2/benzene system using  PRIRODA code allows one to trace a more energetically feasible reaction path.

doi:10.1134/S199079311207007X