Conclusions
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1.
The conjugation of the sulfoxide and vinyl groups is characterized by extensive restricting of their lowest unoccupied one-electron Π levels.
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2.
The character of the conjugation of the sulfoxide group with the unsaturated and aromatic fragments accounts for the high sensitivity of the UV absorption spectra, the values of the first ionization potentials, and the positions of the charge-transfer bands for the CT complexes of organyl sulfoxides with electron acceptors to this effect and, accordingly, the low sensitivity of the values of the relative basicity and the dipole moments.
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3.
Dialkyl sulfoxides, alkyl vinyl sulfoxides, and divinyl sulfoxide form CT complexes with iodine and tetracyanoethylene, whose heats of complexation and positions of λmax are determined primarily by the induction and resonance effects of the substituents attached to the sulfoxide group.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 1992–1998, September, 1986.
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Frolov, Y.L., Sinegovskaya, L.M., Keiko, V.V. et al. Features of the electronic structure of molecules of vinyl sulfoxides and properties of their complexes with iodine and tetracyanoethylene. Russ Chem Bull 35, 1811–1816 (1986). https://doi.org/10.1007/BF00954009
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DOI: https://doi.org/10.1007/BF00954009