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Quantum-Chemical Study of Formation of Alkyl- and Alkenyladamantanes by Ionic Alkylation with Olefins

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Abstract

The thermodynamic parameters of formation reactions (total energy at 0 K, enthalpy, and Gibbs free energy at a temperature of 298.15 K and a pressure of 101 325 Pa) were estimated in the B3LYP-D3(BJ)/6-311++G** approximation for the products of ionic alkylation of adamantane and lower alkyladamantanes with ethylene and propylene. Aluminum chloride was used as an acid catalyst model. The quantum-chemical calculations demonstrated the effect of methyl groups in adamantanes and the molecular weight of the olefin on the energetics of formation of the corresponding alkyl- and alkenyladamantanes.

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Funding

This work was supported by ongoing institutional funding of Patrice Lumumba Peoples’ Friendship University of Russia and Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences. No additional grants to carry out or direct this particular research were obtained.

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Authors and Affiliations

  1. Patrice Lumumba Peoples’ Friendship University of Russia, 117198, Moscow, Russia

    N. I. Baranov, R. E. Safir, A. G. Cherednichenko & K. V. Bozhenko

  2. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, 119991, Moscow, Russia

    E. I. Bagrii & A. L. Maksimov

Authors
  1. N. I. Baranov
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  2. E. I. Bagrii
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  3. R. E. Safir
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  4. A. G. Cherednichenko
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  5. K. V. Bozhenko
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  6. A. L. Maksimov
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Correspondence to N. I. Baranov.

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Translated by L. Smolina

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Abbreviations and designations: TS is the transition state; PES, potential energy surface; ΔE0, the difference in the total energies of the systems at absolute zero; ΔH298, enthalpy at a temperature of 298.15 K; ΔG298, Gibbs free energy at 298.15 K; \(\Delta G_{{298}}^{ \ne }\), Gibbs energy of activation at 298.15 K.

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Baranov, N.I., Bagrii, E.I., Safir, R.E. et al. Quantum-Chemical Study of Formation of Alkyl- and Alkenyladamantanes by Ionic Alkylation with Olefins. Kinet Catal 65, 93–100 (2024). https://doi.org/10.1134/S0023158423601171

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