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Nitroylides

4. Synthesis of selenonium nitroylides and their conversions

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

Conclusions

  1. 1.

    Selenonium nitroylides have been synthesized, and some of their conversions have been studied.

  2. 2.

    Selenonium dinitroylides are split by electrophilic reagents such as hydrogen halides, SO2C12, SO2FCl, PhSCl, N-halosuccinimides, and NO2 +BF4 − at the\(Se - C_{{NO} _{_2 }}\) bond, yielding halothio or nitro derivatives of dinitromethane.

  3. 3.

    The α-nitro-substituted selenonium salt [Ph2+SeCH(NO2)2]FSO3 − has been synthesized for the first time, and it has been shown that it is easily split by various electrophiles at the\([Ph_2 \mathop S\limits^ + eCH(NO_2 )_2 ]FSO_3 ^ -\) bond.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    S. A. Shevelev, V. V. Semenov & A. A. Fainzil'berg

Authors
  1. S. A. Shevelev
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  2. V. V. Semenov
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  3. A. A. Fainzil'berg
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1091–1098, May, 1978.

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Shevelev, S.A., Semenov, V.V. & Fainzil'berg, A.A. Nitroylides. Russ Chem Bull 27, 945–951 (1978). https://doi.org/10.1007/BF00928998

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  • DOI: https://doi.org/10.1007/BF00928998

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