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Quantum chemical studies of azoles 13. Specific solvation effect on the calculated energetic parameters of the electrophilic substitution mechanism in thiazole via elimination–addition schemes

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Abstract

Energetic characteristics of electrophilic substitution reactions (hydroxonium ion as a model electrophile) in thiazole via the elimination–addition schemes in a wide range of pH of the medium were revealed on the basis of the results of analysis of quantum chemical calculations performed using the DFT/B3LYP/6-31G(d) and DFT/B3LYP/6-31++G(d,p) methods taking into account specific solvation effects.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    L. I. Belen’kii, I. D. Nesterov & N. D. Chuvylkin

Authors
  1. L. I. Belen’kii
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  2. I. D. Nesterov
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  3. N. D. Chuvylkin
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Correspondence to L. I. Belen’kii.

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Dedicated to Academician of the Russian Academy of Sciences B. A. Trofimov on the occasion of his 80th birthday.

For Part 12, see Ref. 1.

† Deceased.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 1971–1977, November, 2018.

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Belen’kii, L.I., Nesterov, I.D. & Chuvylkin, N.D. Quantum chemical studies of azoles 13. Specific solvation effect on the calculated energetic parameters of the electrophilic substitution mechanism in thiazole via elimination–addition schemes. Russ Chem Bull 67, 1971–1977 (2018). https://doi.org/10.1007/s11172-018-2316-z

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  • DOI: https://doi.org/10.1007/s11172-018-2316-z

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