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

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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. et al.

In: Journal of Physical Organic Chemistry, Vol. 31, No. 9, 3853, 01.09.2018.

Research output: Contribution to journal › Article › peer-review

BibTeX

@article{63ed49e78e474659bb29bd2fd780b1c6,

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

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.",

keywords = "Cyclic voltammetry, DFT calculations, EPR spectroscopy, Radical anions, Thioxanthenium salts, Thioxanthenones, thioxanthenones, cyclic voltammetry, radical anions, thioxanthenium salts, ELECTRON, THIOXANTHONE, SULFONIUM SALTS, DERIVATIVES",

author = "Shundrin, {Leonid A.} and Avrorov, {Pavel A.} and Irtegova, {Irina G.} and Odintsov, {Danila S.} and Poveshchenko, {Alexander F.}",

note = "Publisher Copyright: Copyright {\textcopyright} 2018 John Wiley & Sons, Ltd.",

year = "2018",

month = sep,

day = "1",

doi = "10.1002/poc.3853",

language = "English",

volume = "31",

journal = "Journal of Physical Organic Chemistry",

issn = "0894-3230",

publisher = "John Wiley and Sons Ltd",

number = "9",

}

RIS

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.

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