Electrochemical reduction of 3,3′-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene)-1,1′-dioxides in water and its binary mixtures with acetonitrile

被引:3
|
作者
Shundrin, L. A. [1 ]
Vasilieva, N. V. [1 ]
Irtegova, I. G. [1 ]
Reznikov, V. A. [1 ]
机构
[1] Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia
基金
俄罗斯基础研究基金会;
关键词
3,3 '-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene)-1,1 '-dioxides; cyclic nitrons; electrochemical reduction; cyclic voltammetry; binary mixtures; redox-active labels;
D O I
10.1007/s11172-007-0194-x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
It has been shown by cyclic voltammetry for the first time for nitrons that the first step of electrochemical reduction of 3,3'-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene)-1,1'-dioxides in water and its binary mixtures with acetonitrile is a reversible one-electron process. The potentials of the first one-electron reduction peaks shift toward less negative values with an increase in the water content in the binary mixture, being in water equal to -0.14, -0.09, -0.08, and +0.19 V vs. saturated calomel electrode for dinitrons with R = Me, Ph, Bu-t, and CF3, respectively. Such very low reduction potentials allow one to use derivatives of these dinitrons as redox-active labels in applied bioorganic electrochemistry.
引用
收藏
页码:1273 / 1275
页数:3
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