Conclusions
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1.
Arylthiosulfonium complexes, slightly stable at > 0°C, and also relatively more stable complexes, the dimethylarylsulfonium salts, were identified by the13C NMR method.
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2.
The specificity of the δ13C changes was shown on transition from neutral reagents to ionic complexes: the C1 signal is shifted to the strong field, and the C2, C3, and C4 signals to the weak field.
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3.
The conclusions derived in several papers with respect to the more simple cationoid systems on the redistribution of the electron density in aromatic rings can be extended to the complexes studied.
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4.
The complexes studied may be considered as p-disubstituted benzenes containing a cationoid center, for which the rule of simple additivity of substituents effects holds.
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V. S. Bogdanov, A. S. Gybin, V. A. Smith, E. G. Cherepanova, and M. Z. Krimer, izv. Akad. Nauk SSSR, Ser. Khim., 2681 (1981).
M. Eckert-Matesic, J. Chem. Soc. Perkin Trans.,2, 62 (1981).
G. J. Ray, R. J. Kurland, and A. K. Colter, Tetrahedron,27, 735 (1971).
G. A. Olah, P. W. Westerman, and D. A. Forsyth, J. Am. Chem. Soc.,97, 3419 (1975).
Yu. B. Kal'yan, M. Z. Krimer, E. G. Cherepanova, V. S. Bogdanov, and V. A. Smith, Izv. Akad. Nauk SSSR, Ser. Khim., 378 (1982).
G. W. Buchanan, C. Reyes-Zamare, and D. E. Clarke, Can. J. Chem.,52, 3895(1974).
G. Barbarella, P. Dembach, A. Garbesi, and A. Fava, Org. Magn. Reson.,8, 108 (1976).
H. Matsugama, H. Minato, and M. Kobayashi, Bull. Chem. Soc. Jpn.,50, 3393 (1976).
J. B. Stothers, Carbon-13 NMR Spectroscopy, New York-London (1972), p. 202.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1531–1537, July, 1982.
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Cherepanova, E.G., Bogdanov, V.S., Kal'yan, Y.B. et al. 13C NMR spectra of arylthiosulfonium salts formed in the reaction between arylsulfenyl chlorides and diaryl, aryl methyl, and dimethyl sulfides in the presence of lewis acids. Russ Chem Bull 31, 1364–1369 (1982). https://doi.org/10.1007/BF00954155
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DOI: https://doi.org/10.1007/BF00954155