Influence of neighboring multiple bonds and heteroatoms on the ionization potentials of alcohols and ethers
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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).
The separate correlation treatment of the IP of saturated alcohols and ethers is statistically justified, since water and alcohols form a single correlation.
In cation radicals of ethers and alcohols, containing multiple bonds or heteroatoms, high-energy stabilizing interactions were identified and quantitatively estimated.
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.
KeywordsAlcohol Ether Linear Function Special Effect Cation Radical
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