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13C NMR spectra of aryl(eisaeylthio) sulfonium ions formed in the reaction of arylsulfenyl chlorides with diaeyl disulfindes in the presence of lewis acids

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

Conclusions

  1. 1.

    A study has been made of the formation of aryl(bisarylthio)sulfonium cations from arylsulfenyl chlorides and diaryl disulfides in the presence of SbCl5 or SbF5, using13C NMR. It has been found feasible to use this method to identify stable cations at low temperatures according to the characteristic change in screening of the nuclei of the aromatic carbon atoms.

  2. 2.

    An equilibrium, reversible, intermolecular exchange by SAr groups between the aryl(bisarylthio)sulfonium ions and the original reactants has been detected, this equilibrium exchange depending on the ratio of reactants, the type of solvent, and the temperature.

  3. 3.

    Linear relationships have been found between the13C chemical shifts in these ions and the13C chemical shifts of the corresponding carbon nuclei in Ar2Cl+, Ar3C+, and episulfonium ions and in neutral compounds of the benzene series.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2681–2693, December, 1981.

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Bogdanov, V.S., Gybin, A.S., Cherepanova, E.G. et al. 13C NMR spectra of aryl(eisaeylthio) sulfonium ions formed in the reaction of arylsulfenyl chlorides with diaeyl disulfindes in the presence of lewis acids. Russ Chem Bull 30, 2229–2238 (1981). https://doi.org/10.1007/BF00963677

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  • DOI: https://doi.org/10.1007/BF00963677

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