Email this article Oxidation of Iodo- and Bromo-Substituted Polymethylbenzenes in the System PbO2–CF3COOH–CH2Cl2
- Authors: Sandzhieva M.A.1, Aryamova E.S.1, Sukharzhevskii S.M.2, Grinenko E.V.1, Vasilyev A.V.1,3
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Affiliations:
- St. Petersburg State Forest Technical University
- Magnetic Resonance Research Center
- Institute of Chemistry
- Issue: Vol 54, No 3 (2018)
- Pages: 397-402
- Section: Article
- URL: https://journal-vniispk.ru/1070-4280/article/view/217272
- DOI: https://doi.org/10.1134/S1070428018030053
- ID: 217272
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Abstract
The oxidation of mono- and diiodo- and -bromo-substituted polymethylbenzenes (mesitylene and durene) in the system PbO2–CF3COOH–CH2Cl2 at room temperature (2–70 h) leads mainly to the formation of iodo- and bromobenzyl alcohols as result of oxidation of methyl group. The reaction involves intermediate formation of haloarene radical cations. ESR study of these radical cations made it possible to determine the structure of their singly occupied molecular orbitals a2 or b1 and interpret their reactivity.
About the authors
M. A. Sandzhieva
St. Petersburg State Forest Technical University
Email: aleksvasil@mail.ru
Russian Federation, Institutskii per. 5, St. Petersburg, 194021
E. S. Aryamova
St. Petersburg State Forest Technical University
Email: aleksvasil@mail.ru
Russian Federation, Institutskii per. 5, St. Petersburg, 194021
S. M. Sukharzhevskii
Magnetic Resonance Research Center
Email: aleksvasil@mail.ru
Russian Federation, Universitetskii pr. 26, St. Petersburg, 198504
E. V. Grinenko
St. Petersburg State Forest Technical University
Email: aleksvasil@mail.ru
Russian Federation, Institutskii per. 5, St. Petersburg, 194021
A. V. Vasilyev
St. Petersburg State Forest Technical University; Institute of Chemistry
Author for correspondence.
Email: aleksvasil@mail.ru
Russian Federation, Institutskii per. 5, St. Petersburg, 194021; Universitetskii pr. 26, St. Petersburg, 198504
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