Polarography of some 2,1,3‐benzothiadiazoles, benzofurazans, 2,1,3‐benzoselenadiazoles, and 3,4‐disubstituted and fused 1,2,5‐thiadiazoles

Edward Sherman, Stuart Lambert, Kurt Pilgram

Journal of Heterocyclic Chemistry · 1974 · 19 citations · 16 references

Concepts

Abstract

Abstract The redox behavior has been determined in acetonitrile solutions at a mercury and platinum electrode for 2,1,3‐benzo(group VI)diazoles, and 3,4‐disubstituted and fused 1,2,5‐thiadiazoles. The derivatives studied contained alkyl, phenyl, bromo, chloro, cyano, nitro, methylsulfonyl, and trifluoromethylsulfonyl groups. All ring systems and their derivatives are reversibly reduced initially in a one‐electron step, to their respective radical anion, but the nitro and bromo derivatives are reduced preferentially at the substituent group. The potential at which the production of the radical anion occurred became more anodic as the electron withdrawing ability of the substituent and the number of substituents increased.

References

16