Email this article Study of the mechanism of formation of heterocyclic disulfonium dications from 1,3-benzothiazole-2-thiol and 1-iodopropan-2-one
- Authors: Shagun V.A.1,2, Dorofeev I.A.1, Shagun L.G.1
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Affiliations:
- Favorskii Irkutsk Institute of Chemistry, Siberian Branch
- Irkutsk National Research Technical University
- Issue: Vol 53, No 3 (2017)
- Pages: 423-427
- Section: Article
- URL: https://journal-vniispk.ru/1070-4280/article/view/215954
- DOI: https://doi.org/10.1134/S1070428017030186
- ID: 215954
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Abstract
The potential energy surface for the formation of heterocyclic disulfonium dications from 1,3-benzothiazole-2-thiol and 1-iodopropan-2-one has been analyzed at the DFT B3LYP level of theory. The reaction involves oxidation of 1,3-benzothiazole-2-thiol to the corresponding disulfide, followed by alkylation of the exocyclic sulfur atoms. Stabilization of the salt with iodide anion is initiated by thermodynamically controlled reaction with molecular iodine, leading to the formation of stable structure with triiodide anion.
About the authors
V. A. Shagun
Favorskii Irkutsk Institute of Chemistry, Siberian Branch; Irkutsk National Research Technical University
Email: shag@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033; ul. Lermontova 83, Irkutsk, 664074
I. A. Dorofeev
Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Email: shag@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033
L. G. Shagun
Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Author for correspondence.
Email: shag@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033
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