Quantum-chemical study of alkyl- and alkenyladamantanes formation by ionic alkylation with olefins

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Abstract

In B3LYP-D3(BJ)/6-311++G** approximation thermodynamic parameters of formation reactions (total energy at 0 К, enthalpy and the Gibbs free energy at temperature 298.15 К and pressure 101325 Pa) are assessed for the products of ionic alkylation of adamantane and lower alkyladamantanes with ethylene and propylene. Aluminium chloride was used as acid catalyst model. Quantum-chemical calculations demonstrate the influence of methyl groups in adamantanes and olefin molecular weight on energetics of formation of relevant alkyl- and alkenyladamantanes.

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About the authors

N. I. Baranov

Peoples’ Friendship University of Russia

Author for correspondence.
Email: 1042182094@rudn.ru
Russian Federation, Miklukho-Maklaya str., 6, Moscow, 117198

E. I. Bagrii

Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences

Email: 1042182094@rudn.ru
Russian Federation, Leninsky Avenue, 29, Moscow, 119991

R. E. Safir

Peoples’ Friendship University of Russia

Email: 1042182094@rudn.ru
Russian Federation, Miklukho-Maklaya str., 6, Moscow, 117198

A. G. Cherednichenko

Peoples’ Friendship University of Russia

Email: 1042182094@rudn.ru
Russian Federation, Miklukho-Maklaya str., 6, Moscow, 117198

K. V. Bozhenko

Peoples’ Friendship University of Russia

Email: 1042182094@rudn.ru
Russian Federation, Miklukho-Maklaya str., 6, Moscow, 117198

A. L. Maximov

Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences

Email: 1042182094@rudn.ru
Russian Federation, Leninsky Avenue, 29, Moscow, 119991

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Supplementary files

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2. Fig. 1. Geometric structure of Ad – CH2 – CH+ – CH3.

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3. Fig. 2. PS of the reaction Ad+ + C3H6 → Ad – CH2 – C+H – CH3 (imaginary frequency of PS 234.59i).

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