Electrochemical behaviour of Chlorobenzene sulphonamide derivatives at the Mercury electrode in non aqueous solvents

The analysis of polarographic and coulometric results shows that the overall reductionmechanism of chlorobenzenesulphonamide derivatives occurs with the cleavage of the C-Cl bond followed bythe reduction of the benzenesulphonamide involving the S-N bond breaking. However, theg, ,2 values fit thestructural relation E, ,2-ELUMo for the series of benzenesulphonamides and not that of the chlorobenzenederivatives and the shape of the LUMO of chlorobenzenesulphonamides is similar to that of thebenzenesulphonamide, so that it is sensible to suggest that the first step of the reduction mechanism is thesame for all the benzenesulphonamide derivatives and involves the C-S-N moiety of the molecules.