Mechanism of electrochemical reduction of 5-thio derivatives of 2(5H)-furanone
- Authors: Latypova L.Z.1, Chmutova G.A.1, Kurbangalieva A.R.1, Yanilkin V.V.2
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Affiliations:
- A. M. Butlerov Institute of Chemistry, Kazan Federal University
- A. E. Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”
- Issue: Vol 68, No 2 (2019)
- Pages: 313-327
- Section: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/243248
- DOI: https://doi.org/10.1007/s11172-019-2387-5
- ID: 243248
Cite item
Abstract
The anionoid elimination of the substituent from position 5 of the lactone ring is the predominant pathway of electrochemical reduction of 5-arylsulfanyl- and 5-arylsulfonyl-3,4-dichloro-2(5H)-furanones in acetonitrile. The contribution of the competing elimination of the chloride ion increases on going to 3,4-dichloro-5-ethylsulfanyl-2(5H)-furanone. An experimental criterion based on the morphology of cyclic voltammograms was proposed for identification of a particular pathway of electroreduction of 2(5H)-furanone derivatives.
About the authors
L. Z. Latypova
A. M. Butlerov Institute of Chemistry, Kazan Federal University
Author for correspondence.
Email: llatypov@kpfu.ru
Russian Federation, 18 ul. Kremlevskaya, Kazan, 420008
G. A. Chmutova
A. M. Butlerov Institute of Chemistry, Kazan Federal University
Email: llatypov@kpfu.ru
Russian Federation, 18 ul. Kremlevskaya, Kazan, 420008
A. R. Kurbangalieva
A. M. Butlerov Institute of Chemistry, Kazan Federal University
Email: llatypov@kpfu.ru
Russian Federation, 18 ul. Kremlevskaya, Kazan, 420008
V. V. Yanilkin
A. E. Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”
Email: llatypov@kpfu.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088