Conclusions
-
1.
The energies for the reorganization of the structures of the anionic fragments of toluene (∼0) and cumene (∼ 102.5 kJ/mole) and the activation energies for the ionization of these CH acids (74.0 and 85.7 kJ/mole, respectively) in a solution of potassium tert-butoxide in dimethyl sulfoxide have been calculated on the basis of the model developed.
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2.
The effective distances for the transfer of a proton (0.37 Å) and a triton (0.25 Å) in the reactions indicated have been found. It has been shown that the values of the kinetic isotope effects in these reactions are mainly determined by the difference between the energies of the intermolecular interaction of the reactants for the transfer of a proton and a triton.
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3.
An interpretation of the anomalous values of the Brønsted coefficient α (α < 0) for the ionization reactions of monoalkylbenzenes has been given.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 328–333, February, 1989.
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Zharova, N.G., German, É.D. & Shapiro, I.O. Kinetics of the ionization of monoalkylbenzenes and nitroalkanes in polar solvents. 3. Calculation of the kinetic parameters of the ionization of toluene and cumene in a solution of potassium tert-butoxide in dimethyl sulfoxide. Russ Chem Bull 38, 279–284 (1989). https://doi.org/10.1007/BF00953614
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DOI: https://doi.org/10.1007/BF00953614