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Iminoxyl biradicals with a system of conjugated bonds

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  1. 1.

    We synthesized some new iminoxyl biradicals that contain bis(azamethine), bis(azamethine)-octatriene, bis(azamethine)phenylene, bis(azamethine)thiophene, and bis(azamethine)dithienyl sulfide bridges.

  2. 2.

    Intramolecular spin -spin exchange in iminoxyl biradicals can be accomplished via the bis(azamethine)octatriene, bis(azamethine)-1,4-phenylene, and bis(azamethine)-2,5-thiophene systems.

  3. 3.

    The degree of overlapping of the orbitals of the unpaired electrons in the new biradicals was estimated.

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Literature cited

  1. 1.

    É. G. Rozantsev, Free Iminoxyl Radicals [in Russian], Khimiya (1970), p. 122.

  2. 2.

    A. B. Shapiro, M. G. Gol'dfel'd (Goldfield), and É. G. Rozantsev (Rozantzev), Tetrahedron Lett., 2183 (1973).

  3. 3.

    A. B. Shapiro, M. G. Gol'dfel'd, and É. G. Rozantsev, Izv. Akad. Nauk SSSR, Ser. Khim., 960 (1973).

  4. 4.

    A. L. Buchachenko and A. M. Vasserman, Stable Radicals [in Russian], Khimiya (1973), pp. 223, 286.

  5. 5.

    E. M. Popov, F. M. Stoyanovich, B. P. Fedorov, and G. M. Andrianov, Zh. Obshch. Khim.,33, 2271 (1963).

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    B. P. Fedorov and F. M. Stoyanovich, Zh. Organ. Khim.,1, 194 (1965).

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    F. M. Stoyanovich and B. P. Fedorov, Khim. Geterotsikl. Soedin., 823 (1967).

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Translated from Izvestiya Akadsmii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 452–455, February, 1976.

The authors express their gratitude to F. M. Stoyanovich and L. A. Yanovskaya for supplying the dialdehydes, and also to A. I. Kokorin for discussing the results.

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Shapiro, A.B., Novozhilova, G.A. & Rozantsev, É.G. Iminoxyl biradicals with a system of conjugated bonds. Russ Chem Bull 25, 437–439 (1976).

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  • Sulfide
  • Phenylene
  • Thiophene
  • Unpaired Electron
  • Spin Exchange