Conclusions
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1.
Potentiometric titration in anhydrous acetonitrile has been used to calculate basicity factors (pK a values) for various hydrazones; protonation energies for the same compounds have been calculated by the CNDO/2 method.
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2.
It has been found that the values of pK a and the vertical ionization potential change regularly and antibatically in the hydrazone and azine series.
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3.
The basicities of the hydrazone amine and imine nitrogen atoms are almost identical in value, and, as a result, protonation center shift is observed in this series.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2016–2020, September, 1977.
The authors would like to thank F. I. Vilesov and V. I. Nefedov who carried out the measurements on the ultraviolet and x-ray photoelectronic spectra of the hydrazones.
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Zverev, V.V., Pylaeva, T.N., Ermolaeva, L.V. et al. Basicities and ionization potentials of the hydrazones. Russ Chem Bull 26, 1865–1869 (1977). https://doi.org/10.1007/BF00924378
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DOI: https://doi.org/10.1007/BF00924378