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Influence of neighboring multiple bonds and heteroatoms on the ionization potentials of alcohols and ethers

  • Physical Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The ionization potentials (IP) of alcohols and ethers are linear functions of the induction constants of the substituents; hyperconjugation and steric contributions constitute ∼25 and 10% of the contribution of the induction effect, respectively (at the 90% probability level).

  2. 2.

    The separate correlation treatment of the IP of saturated alcohols and ethers is statistically justified, since water and alcohols form a single correlation.

  3. 3.

    In cation radicals of ethers and alcohols, containing multiple bonds or heteroatoms, high-energy stabilizing interactions were identified and quantitatively estimated.

  4. 4.

    The applicability of the approach developed for the estimation of special effects of structure in ether-like oxygen-containing compounds, was demonstrated with an estimation of the energy of pπ-dπ interaction in hexamethyldisiloxane as an example.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2731–2740, December, 1974.

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Trofimov, B.A., Mël'der, U.K., Pikver, R.I. et al. Influence of neighboring multiple bonds and heteroatoms on the ionization potentials of alcohols and ethers. Russ Chem Bull 23, 2636–2643 (1974). https://doi.org/10.1007/BF00923695

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  • DOI: https://doi.org/10.1007/BF00923695

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