Journal of Heterocyclic Chemistry · 1974 · 19 citations · 16 references
Natural SciencesChemistryAnalytical ChemistryElectroanalytical MethodsOrganic ChemistryHeterocyclic ChemistryHeterocyclic CompoundsRedox ChemistryRedox ProcessesRedox ReactionsRedox-active MaterialsPlatinum CompoundsPlatinum ElectrodesThiadiazole ChemistryThiazole Chemistry
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.
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Molecular Orbital Theory for Organic Chemists
Andrew Streitwieser, H. W. Salzberg · Journal of The Electrochemical Society · 1962 · 1.7K citations
Natural Sciences, Chemistry, Physics +14
Bromination of 2,1,3‐benzothiadiazoles
Kurt Pilgram, R. D. SKILES · Journal of Heterocyclic Chemistry · 1970 · 215 citations
Purification of Acetonitrile as a Solvent for Exact Measurements.
J. F. Coetzee, Glenn P. Cunningham, D. K. McGuire et al. · Analytical Chemistry · 1962 · 191 citations