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Quantum-Chemical Study of the Reaction Mechanism of 2-Mercaptobenzothiazole with Iodomethyl(dimethyl)phenylsilane in the Presence of Iodine

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Abstract

A quantum-chemical study of the reaction mechanism of 2-mercaptobenzothiazole with (iodomethyl)(dimethyl)phenylsilane in the presence of iodine was performed by the B3LYP/6-311G(d,p) method. Possible routes of formation of annulated heterocyclic systems were proposed. It was found the molecular iodine involved in the reaction has a decisive effect on the thermodynamic and kinetic characteristics of the cyclization process.

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Authors and Affiliations

  1. Favorskii Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia

    V. A. Shagun, N. O. Yarosh & L. G. Shagun

  2. Irkutsk National Research Technical University, ul. Lermontova 83, Irkutsk, 664074, Russia

    V. A. Shagun

Authors
  1. V. A. Shagun
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  2. N. O. Yarosh
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  3. L. G. Shagun
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Correspondence to N. O. Yarosh.

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Russian Text © V.А. Shagun, N.О. Yarosh, L.G. Shagun, 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 2, pp. 171–179.

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Shagun, V.A., Yarosh, N.O. & Shagun, L.G. Quantum-Chemical Study of the Reaction Mechanism of 2-Mercaptobenzothiazole with Iodomethyl(dimethyl)phenylsilane in the Presence of Iodine. Russ J Org Chem 55, 129–136 (2019). https://doi.org/10.1134/S1070428019020015

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  • DOI: https://doi.org/10.1134/S1070428019020015

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