Electron-transfer processes: the electrochemical reduction of N,N-dimethyl-and p-cyanobenzene-sulfonamide

摘要: Abstract The redox behavior of N,N-dimethyl-and p -cyanobenzenesulfonamide has been studied in dimethylformamide by electroanalytical methods. tertiary sulfonamide is reduced successive one-electron steps to give first its stable radical anion and then dianion. latter species unstable rapidly decomposes sulfur-nitrogen bond cleavage dimethylamide -cyanobenzenesulfinate ion. One-electron reduction the sulfinate dianion occurs at applied potential completes pathway. pathway for primary dependent. At cathodic wave, irreversibly anion. This undergoes nitrogen-hydrogen affords hydrogen conjugate base as products. more negative potential. Reduction second wave gives dianion, a which decomposition nitrogen-sulfur amide -cyanobenzenesulfinate. Subsequent chemical electrochemical reactions involving these formally -NCC 6 H 4 SO 2 NH −2 principal product an overall two-electron step.