Thermodynamic destabilization of N-centered radical cations by a. gamma.-keto group

SF Nelsen, CR Kessel, LA Grezzo…

Index: Nelsen, Stephen F.; Kessel, Carl R.; Grezzo, Loretta A.; Steffek, Daniel J. Journal of the American Chemical Society, 1980 , vol. 102, # 17 p. 5482 - 5485

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Citation Number: 10

Abstract

Abstract: Vertical ionization potentials measured by PE spectroscopy and formal oxidation potentials measured by cyclic voltammetry are compared for several 9-substituted 9- azabicyclo [3.3. I] nonan-3-one derivatives and their nonketo analogues. The compounds studied include hydrazines, 2-tetrazenes, p-phenylenediamines, p-tert-butylanilines, and tert- butylamines. The formal potential for one-electron oxidation is raised 3.2-7.4 kcal/mol by ...