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Quantum-chemical calculations for the generation of anions and carbenes containing strained three-membered rings at the reaction center

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

Conclusions

  1. 1.

    According to calculations by the MINDO/3 method the introduction at the reaction center of a strained three-membered ring facilitates the α-deprotonation of halogen derivatives, while in the formation of halogen-substituted anions the C-halogen bond is appreciably weaker than in the original molecules.

  2. 2.

    The calculations lead to the prediction that under conditions of interphase catalysis it should be possible to generate the corresponding anions and carbenes from cycloporpyland cyclopropenyldihalogenomethanes, and probably also from exo-2-halogenobicyclo[1.1.0]butanes.

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Authors and Affiliations

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

    A. I. Ioffe & O. M. Nefedov

Authors
  1. A. I. Ioffe
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  2. O. M. Nefedov
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2313–2320, October, 1988.

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Ioffe, A.I., Nefedov, O.M. Quantum-chemical calculations for the generation of anions and carbenes containing strained three-membered rings at the reaction center. Russ Chem Bull 37, 2081–2087 (1988). https://doi.org/10.1007/BF00953409

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  • DOI: https://doi.org/10.1007/BF00953409

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