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Mechanisms of processes involving β-substituted cyclopropyl radicals. Ring expansion in the reaction with CO

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Abstract

The reaction of β-substituted cyclopropyl radicals with CO was studied by ESR. Tile acyl radical resulting from the addition of CO to the cyclopropyl radical was detected. At temperatures near 270 K, an intramolecular rearrangement of the acyl radical affords substituted 2-oxocyclobutyl radicals (ring expansion reaction). Mechanisms for the free-radical transformations studied were suggested.

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References

  1. L. Yu. Ustynyuk, V. A. Radtsig, and I. N. Senchenya,Izv. Akad. Nauk, Ser. Khim., 1995, 2409 [Russ. Chem. Bull., 1995,44, 2303 (Engl. Transl.)].

  2. H. M. Walborsky,Tetrahedron, 1981,37, 1625.

    Google Scholar 

  3. S. Dobe, T. Turanyi, and A. A. Iogansen,Int. J. Chem. Kinet., 1992,24, 191.

    Google Scholar 

  4. K. Holtzhauer, C. Cometta-Morini, and J. F. M. Oth,J. Phys. Org. Chem., 1990,3, 219.

    Google Scholar 

  5. S. Ya. Pshezhetskii, A. G. Kotov, V. K. Milinchuk, V. A. Roginskii, and V. I. Tupikov,EPR svobodnykh radikalov v khimii [ESR of Free Radicals in Chemistry], Khimiya, Moscow, 1972, 480 p. (in Russian).

    Google Scholar 

  6. T. Ohmae, H. Sakurai, S. Ohnishi, K. Kuwata, and I. Nitt,J. Chem. Phys., 1967,46, 1865.

    Google Scholar 

  7. R. W. Fessenden and R. H. Schuler,J. Chem. Phys., 1963,39, 147.

    Google Scholar 

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 497–499, February, 1996.

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Ustynyuk, L.Y., Radtsig, V.A. Mechanisms of processes involving β-substituted cyclopropyl radicals. Ring expansion in the reaction with CO. Russ Chem Bull 45, 477–479 (1996). https://doi.org/10.1007/BF01434002

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  • DOI: https://doi.org/10.1007/BF01434002

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