Conclusions
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1.
In the investigated series of acetylenic sulfides, sulfoxides and sulfones the maximum indications of conjugation are manifested between the sulfide sulfur and the C≡C bond.
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2.
The sulfonic group practically does not enter into conjugation with the triple bond, but it does polarize it, thus increasing the acidity of the acetylenic C-H bond.
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3.
In its effect on the triple bond the sulfoxide group occupies an intermediate position between the S and SO2 groups.
Literature cited
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J. F. Arens, Usp. Organ. Khim., 2, 113 (1964); A. G Moritz, Spectrochim. Acta,23A, 167 (1967).
E D. Lubuzh and E. M. Popov, Zh. Prkl. Spektroskopii,5, 236 (1966).
D H. Christensen and D. den Engelsen, Spectrochim. Acta,26A, 1747 (1970).
J. L. Duncan, Spectrochim. Acta,20, 1197 (1964).
A. V. Iogansen, Dissertation [in Russian], Moscow (1969); Dokl. Akad. Nauk SSSR,164, 610 (1965).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 223–225, January, 1973.
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Lubuzh, E.D., Laba, V.I. & Prilezhaeva, E.N. Study of acetylenic sulfones, sulfoxides, and sulfides by vibrational spectroscopy methods. Russ Chem Bull 22, 236–238 (1973). https://doi.org/10.1007/BF00854179
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DOI: https://doi.org/10.1007/BF00854179