title: Electrochemical properties of polycyclic compounds studied by the polarographic method in anhydrous systems. II. Polarographic study of carcinogenic nitrogen compounds in dimethylformamide and comparison of half-wave potentials with quantum-chemical calculations of molecular orbitals.
abstract: Reduction of half-wave potentials and the mechanism of reduction of 20 polycyclic nitrogen compounds were studied on a dropping-mercury electrode in anhydrous dimethylformamide using tetrabuthylammonium perchlorate as the supporting electrolyte. The measured values of the reducing half-wave potentials of the polycyclic aza-compounds were compared in view of their carcinogenic activity with parental carcinogenic polycyclic hydrocarbons. Electrochemical measurements have confirmed that the size of the shift in reducing potentials towards the more positive values and the decline of the carcinogenic activity generally depend on the number and position of the nitrogen atoms in the molecule of the polycyclic nitrogen compound under study. At the same time, the experimental electrochemical measurements were matched with the results of the quantum-chemical calculations of the molecular orbitals and this showed a good agreement to exist between the values of reducing half-wave potentials obtained by experimental measurement and by calculation.
mesh_terms: D001372:Aza Compounds / Q000032:analysis*; D001551:Benz(a)Anthracenes / Q000032:analysis; D001580:Benzopyrenes / Q000032:analysis; D002273:Carcinogens / Q000032:analysis*; D004126:Dimethylformamide; D004563:Electrochemistry; D008628:Mercury; D011048:Polarography; D011789:Quantum Theory
chemical_list: D001372:Aza Compounds; D001551:Benz(a)Anthracenes; D001580:Benzopyrenes; D002273:Carcinogens; D004126:Dimethylformamide; D008628:Mercury