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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. / Shundrin, Leonid A.; Avrorov, Pavel A.; Irtegova, Irina G. и др.
в: Journal of Physical Organic Chemistry, Том 31, № 9, 3853, 01.09.2018.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Electrochemical reduction of 2,4-dimethyl(diethyl)-9-oxo-10-(4-heptoxyphenyl)-9H-thioxanthenium hexafluorophosphates and 2,4-dimethyl(diethyl)-9H-thioxanthene-9-ones
AU - Shundrin, Leonid A.
AU - Avrorov, Pavel A.
AU - Irtegova, Irina G.
AU - Odintsov, Danila S.
AU - Poveshchenko, Alexander F.
N1 - Publisher Copyright: Copyright © 2018 John Wiley & Sons, Ltd.
PY - 2018/9/1
Y1 - 2018/9/1
N2 - 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.
AB - 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.
KW - Cyclic voltammetry
KW - DFT calculations
KW - EPR spectroscopy
KW - Radical anions
KW - Thioxanthenium salts
KW - Thioxanthenones
KW - thioxanthenones
KW - cyclic voltammetry
KW - radical anions
KW - thioxanthenium salts
KW - ELECTRON
KW - THIOXANTHONE
KW - SULFONIUM SALTS
KW - DERIVATIVES
UR - http://www.scopus.com/inward/record.url?scp=85046127003&partnerID=8YFLogxK
U2 - 10.1002/poc.3853
DO - 10.1002/poc.3853
M3 - Article
AN - SCOPUS:85046127003
VL - 31
JO - Journal of Physical Organic Chemistry
JF - Journal of Physical Organic Chemistry
SN - 0894-3230
IS - 9
M1 - 3853
ER -
ID: 12948917