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Reaction of S-benzyl-substituted sulfonium ylids of dimedon with triphenylphosphine and tris(dimethylamino)phosphine

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    S-Benzyl-substituted sulfonium ylids of dimedon are dealkylated by triphenylphosphine and tris(dimethylamino) phosphine to give phosphonium salts that are stabilized by etiolate anion.

  2. 2.

    Migration of the phenyl group to the phosphorus atom is not observed when 2-benzylphenylsulfuranylidenedimedon is reacted with triphenylphosphine or tris(dimethylamino)phosphine. In the case of 2-benzyl-methylsulfuranylidenedimedon the migration of the benzyl group is predominant in the reaction with triphenyl-phosphine, while only the methyl group migrates in the reaction with tris(dimethylamino)phosphine.

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Literature cited

  1. B. A. Arbuzov, Yu. V. Belkin, N. A. Polezhaeva, and T. V. Yudina, Dokl Akad. Nauk SSSR,228, 1098 (1976).

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Authors and Affiliations

  1. A. M. Butlerov Chemical Institute of the V. I. Ul'yanov-Lenin Kazan State University, USSR

    Yu. V. Belkin, N. A. Polezhaeva & B. A. Arbuzov

Authors
  1. Yu. V. Belkin
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  2. N. A. Polezhaeva
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  3. B. A. Arbuzov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2617–2619, November, 1977.

The authors express their gratitude to E. I. Gol'dfarb and R. G. Gainullina for taking the31P NMR and PMR spectra.

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Belkin, Y.V., Polezhaeva, N.A. & Arbuzov, B.A. Reaction of S-benzyl-substituted sulfonium ylids of dimedon with triphenylphosphine and tris(dimethylamino)phosphine. Russ Chem Bull 26, 2423–2425 (1977). https://doi.org/10.1007/BF00958748

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  • DOI: https://doi.org/10.1007/BF00958748

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