Stable Free Radicals. II. The Reduction of l-Methyl-4-cyanopyridinium Ion to Methylviologen Cation Radical

Edward M. Kosower, John L. Cotter

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Abstract

Treatment of l-methyl-4-cyanopyridinium iodide with aqueous sodium dithionite at pH 10.5 in the absence of oxygen yields methylviologen cation radical iodide (the cation radical formed by one-electron reduction of 1,1'-dimethyl-4,4'-dipyridinium diiodide). The structure of the cation radical is shown by spectroscopic, titrimetric, and electron spin resonance methods. The mechanism of the reaction is outlined, some aspects of pyridinyl radical dimer chemistry are discussed, and complexes of the methylviologen cation radical are described.

Original languageEnglish
Pages (from-to)5524-5527
Number of pages4
JournalJournal of the American Chemical Society
Volume86
Issue number24
DOIs
StatePublished - 1 Dec 1964
Externally publishedYes

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