Journal of the Chemical Society. Perkin transactions II p. 951 - 954 (1984)
Update date:2022-08-02
Topics:
Novi, Marino
Dell'Erba, Carlo
Garbarino, Giacomo
Scarponi, Giuseppe
Capodaglio, Gabriele
2,3-Bis(phenylsulphonyl)-1,4-dimethylbenzene, dissolved in dimethyl sulphoxide, undergoes a one-electron single reduction wave at -1,6 V respect to Ag-Ag(1+)(0.01M).The reduction was studied by differential pulse polarography, cyclic voltametry, and controlled-potential electrolysis.Fast chemical steps follow the initial reduction and the isolated products are 1,4-dimethyldibenzothiophene 5,5-dioxide and 1,4-dimethyl-2-(phenylsulphonyl)benzene.In some experiments small percentages of 5a,9a-dihydro-1,4-dimethyldibenzothiophene 5,5-dioxide are also obtained.The results argue in support of the electron-transfer mechanism previously proposed for the photoinduced reactions of the same substrate with sodium arenethiolates in dimethyl sulphoxide.
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