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Electrochemical reduction of 2,4-dimethyl(diethyl)-9-oxo-10-(4-heptoxyphenyl)-9H-thioxanthenium hexafluorophosphates and 2,4-dimethyl(diethyl)-9H-thioxanthene-9-ones Full article

Journal Journal of Physical Organic Chemistry
ISSN: 0894-3230
Output data Year: 2018, Volume: 31, Number: 9, Article number : e3853, Pages count : DOI: 10.1002/poc.3853
Tags cyclic voltammetry; DFT calculations; EPR spectroscopy; radical anions; thioxanthenium salts; thioxanthenones
Authors Shundrin Leonid A. 1,2,3 , Avrorov Pavel A. 1,3 , Irtegova Irina G. 1 , Odintsov Danila S. 1 , Poveshchenko Alexander F. 3
Affiliations
1 (Данные Web of science) Russian Acad Sci, NN Vorozhtsov Inst Organ Chem, Novosibirsk 630090, Russia
2 (Данные Web of science) Novosibirsk State Univ, Dept Nat Sci, Novosibirsk, Russia
3 (Данные Web of science) Russian Acad Med Sci, Sci Inst Clin & Expt Lymphol, Novosibirsk, Russia

Abstract: Electrochemical reduction of 2,4-dimethyl(diethyl)-9-oxo-10-(4-heptoxyphenyl)-9H-thioxanthenium hexafluorophosphates in acetonitrile (MeCN) and N,N-dimethylformamide is an irreversible 1-electron process accompanied by the cleavage of the C(Ph)-S bond in thioxanthenium cations with the formation of the corresponding 2,4-dimethyl(diethyl)-9H-thioxanthene-9-ones. One-electron reversible electrochemical reduction of the latter compounds occurs at more negative potentials and yields the corresponding radical anions, which have been characterized by electron paramagnetic resonance spectroscopy and density functional theory calculations at the (U)B3LYP/6-31+G*/polarizable continuum model level of theory.
Cite: Shundrin L.A. , Avrorov P.A. , Irtegova I.G. , Odintsov D.S. , Poveshchenko A.F.
Electrochemical reduction of 2,4-dimethyl(diethyl)-9-oxo-10-(4-heptoxyphenyl)-9H-thioxanthenium hexafluorophosphates and 2,4-dimethyl(diethyl)-9H-thioxanthene-9-ones
Journal of Physical Organic Chemistry. 2018. V.31. N9. e3853 . DOI: 10.1002/poc.3853 WOS Scopus РИНЦ
Dates:
Published online: May 1, 2018
Published print: Sep 1, 2018
Identifiers:
Web of science WOS:000441695300005
Scopus 2-s2.0-85046127003
Elibrary 41776158
OpenAlex W2799737825
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