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Study of complexes of p-chloro- and p-fluorophenol with some p-donors by calorimetry and nmr methods

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Conclusions

  1. 1.

    The thermodynamic parameters of the reactions for the formation of the complexes of p-chloro- and p-fluorophenol with a number of oxygen-containing donors (pyridine N-oxide, phosphoryl derivatives, triethylamine) were determined.

    The thermodynamics of these reactions obeys the linear relation between ΔH° and ΔS° that is general for donor-acceptor complexes.

  2. 2.

    The chemical shifts of the hydroxyl protons of the monomeric p-chloro- and p-fluorophenol molecules and of their complexes were determined. Based on an analysis of these shifts it was concluded that the formation of the hydrogen bond O-H... D leads to a decrease in the electron density on the hydrogen atom, which is greater the higher the energy of the H bond (in the energy range from 0 to 12 kcal/mole).

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Literature cited

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1373–1375, June, 1976.

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Gol'dshtein, I.P., Kucheruk, L.V., Vasyanina, L.K. et al. Study of complexes of p-chloro- and p-fluorophenol with some p-donors by calorimetry and nmr methods. Russ Chem Bull 25, 1317–1319 (1976). https://doi.org/10.1007/BF00928081

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Keywords

  • Hydrogen
  • Hydroxyl
  • Hydrogen Bond
  • Pyridine
  • Chemical Shift