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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
Russian Journal of Electrochemistry ( IF 1.2 ) Pub Date : 2020-06-12 , DOI: 10.1134/s1023193520040102
L. V. Mikhal’chenko , D. V. Nasybullina , M. Yu. Leonova , M. A. Syroeshkin , V. P. Gul’tyai

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.



中文翻译:

非水介质中质子给体存在下吩嗪和喹喔啉的N,N'-二氧化物衍生物的电还原

摘要

研究了在玻璃碳电极上DMF中苯并[a]吩嗪-7,12-二氧化物(1)和2-乙氧基羰基-3-甲基-喹喔啉-1,4-二氧化物(2)的电还原(ER)。循环伏安法,计时电流法和在受控电位下进行电解的方法。在非质子介质中,这些化合物被还原形成相对稳定的络合物,如在循环伏安曲线和UV光谱中所观察到的。的吩嗪和喹喔啉N,N'-二氧化物进行如在这些化合物与СН的复合物的形成ER任一该基团的分解而产生的衍生物的脱氧3 СООН或作为自由基阴离子的质子化的结果。对于化合物2,观察到该自由基的分解反应和ER之间的竞争。

更新日期:2020-06-12
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