Electroreduction mechanism of N-phenylhydroxylamines in aprotic solvents: formation of hydrogen bonds between N-(3-nitrophenyl)hydroxylamine and its radical anion


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The electroreduction of N-(3-nitrophenyl)hydroxylamine in DMF was studied using cyclic voltammetry, chronoamperometry, and numerical simulation. It is shown that the stability of formed radical anion is significantly higher than that of the radical anion of the 4-nitrophenyl derivative. In the range of low concentrations and high potential scan rates, the electroreduction of N-(3-nitrophenyl)hydroxylamine is complicated only by the formation of complexes between the depolarizer molecules, most likely, due to hydrogen bonds, as well as between the depolarizer and its radical anion. The thermodynamic and kinetic parameters of these processes were evaluated.

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A. Mendkovich

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

编辑信件的主要联系方式.
Email: asm@free.net
俄罗斯联邦, 47 Leninsky prosp., Moscow, 119991

M. Syroeshkin

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: asm@free.net
俄罗斯联邦, 47 Leninsky prosp., Moscow, 119991

V. Gultyai

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: asm@free.net
俄罗斯联邦, 47 Leninsky prosp., Moscow, 119991

A. Rusakov

P. G. Demidov Yaroslavl State University

Email: asm@free.net
俄罗斯联邦, 14 ul. Sovetskaya, Yaroslavl, 150000

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