Structural implication of oxoammonium cations for reversible organic one-electron redox reaction to nitroxide radicals

Structures and electrochemical behaviors of nitroxide radicals reveal that their rapid and reversible redox reactions are based not only on their chemical stability but also on the increased sp(2) character of nitrogens which is intermediate between the purely sp(2) and sp(3) nitrogens in oxoammonium cations and amines, respectively.