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Mechanism of isomerization of gem-dihalocyclopropanes

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

Conclusions

  1. 1.

    A mechanism was proposed and theoretically justified for the coordinated isomerization of gendihalocyclopropanes to 2,3-dihaloolefins, which consists in the synchronous migration of the halogen and rupture of the opposite bond of the cyclopropane ring.

  2. 2.

    The application of this mechanism to the isomerization of bicyclic gen-dihalocyclopropanes explains all of the structural and kinetic rules of the given reaction, in particular, the preferential participation of the endo-halogen atom in it.

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Authors and Affiliations

  1. N. D. Zelinski 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. 7, pp. 1536–1542, July, 1974.

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Ioffe, A.I., Nefedov, O.M. Mechanism of isomerization of gem-dihalocyclopropanes. Russ Chem Bull 23, 1455–1460 (1974). https://doi.org/10.1007/BF00929651

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  • DOI: https://doi.org/10.1007/BF00929651

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