Abstract
Piazthiole and piazselenole, like benzofurazan, studied previously, are reduced at the dropping mercury electrode with the consumption of six electrons and with the formation of o-phenylenediamine. The transfer of the first electron in acid solutions is preceded by the reversible protonation of the molecules. The ease of reduction rises in the sequence benzofurazan, piazthiole, piazselenole in accordance with a fall, and not with a rise, in the electronegativity of the key heteroatoms O, S, Se and with the decrease in the dipole moments of the corresponding molecules. The presence of two waves in the polarogram of piazselenole is due not to the stagewise nature of its reduction but to the anodic dissolution of mercury in the presence of hydrogen selenide.
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For part VII, see [1].
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Tsveniashvili, V.S., Zhdanov, S.I. & Todres, Z.V. Investigations in the field of aromatic heterocycles. Chem Heterocycl Compd 4, 523–527 (1971). https://doi.org/10.1007/BF00486777
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DOI: https://doi.org/10.1007/BF00486777