Conclusions
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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).
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2.
The separate correlation treatment of the IP of saturated alcohols and ethers is statistically justified, since water and alcohols form a single correlation.
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3.
In cation radicals of ethers and alcohols, containing multiple bonds or heteroatoms, high-energy stabilizing interactions were identified and quantitatively estimated.
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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