On the Synthesis and Electrochemical Properties of Some New Bipyridinium and Related Compounds

Abstract
The synthesis of some new bipyridinium salts is described. Their behavior upon reduction is studied by cyclovoltammetry, coulometry and spectroscopically. Halfwave potentials range from -0.28 V to -0.59 V and ε values of the reduced viologens lie around 104 M-1cm -1 . In addition two relay compounds (4,4′-pyridine-2,4-diyl)-bis-(1-methylpyridinium methylsulfate), 4.4′,4″-(pyridine-2,4,6-triyl)-tris-(1-methylpyridiniumchloride) that are not viologens are described. These substances also form a colored radical upon reduction, but with exceptional stability to-wards oxidation with dioxygen. From coulometric measurements it is inferred that three electrons are transferred in one step. Spectral changes observed in the course of the electrochemical reduction are explained by dimer formation.

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