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Electroreduction of Derivatives of N,N'-Dioxides of Phenazine and Quinoxaline in Nonaqueous Media and in the Presence of Proton Donors of Medium Strength Full article

Journal Russian Journal of Electrochemistry
ISSN: 1023-1935 , E-ISSN: 1608-3342
Output data Year: 2020, Volume: 56, Number: 5, Pages: 388-395 Pages count : 8 DOI: 10.1134/s1023193520040102
Authors Mikhal’chenko L.V. 1 , Nasybullina D.V. 1 , Leonova M.Yu. 1 , Syroeshkin M.A. 1 , Gul’tyai V.P. 1
Affiliations
1 Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia

Abstract: The electroreduction (ER) of benzo[a]phenazine-7,12-dioxide (1) and 2-ethoxycarbonyl-3-methyl-quinoxaline-1,4-dioxide (2) in DMF on a glassy carbon electrode is studied by the methods of cyclic voltammetry, chronoamperometry, and electrolysis at controlled potential. In aprotic medium, these compounds are reduced to form relatively stable complexes as observed in both cyclic voltammetry curves and UV spectra. The deoxygenation of the derivatives of phenazine and quinoxaline N,N′-dioxides proceeds as a result of decomposition of the radical formed either at the ER of complexes of these compounds with СН3СООН or as a result of protonation of radical anions. For compound 2, the competition between the reactions of decomposition and ER of this radical is observed.
Cite: Mikhal’chenko L.V. , Nasybullina D.V. , Leonova M.Y. , Syroeshkin M.A. , Gul’tyai V.P.
Electroreduction of Derivatives of N,N'-Dioxides of Phenazine and Quinoxaline in Nonaqueous Media and in the Presence of Proton Donors of Medium Strength
Russian Journal of Electrochemistry. 2020. V.56. N5. P.388-395. DOI: 10.1134/s1023193520040102 WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:000540146100002
Scopus: 2-s2.0-85086372906
OpenAlex: W3035691679
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