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Application of adsorption chromatography in work with ferrocene derivatives

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  1. 1.

    In contact with chromatographic alumina, aralkylferrocenes ΦCH2Ar and α-substituted ferrocenemethanols ΦCH(OH) are oxidized by atmospheric oxygen to the ketones ΦCOR (R=Ar or Alk).

  2. 2.

    On SiO2, in contrast with the behavior found on Al2O3, oxidation occurs extremely readily with formation of those ferrocene derivatives that have electron-donating substituents. Ferrocenemethanols undergo disproportionation and intra- and inter-molecular elimination of water and the formation of ethers. The formation of ethers under these conditions is observed also for polyarylmethanols.

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Literature cited

  1. 1.

    P. D. Bartlett, and J. D. McCollum, J. Amer. Chem. Soc.78, 1441 (1956).

  2. 2.

    N. C. Deno, P. T. Groves, J. J. Jaruzelski, and M. N. Lugasch, J. Amer. Chem. Soc.82, 4719 (1960).

  3. 3.

    A. N. Nesmeyanov, É. G. Perevalova and Yu. A. Ustynyuk, Izv. AN SSSR. Otd. khim. n. (1963) (in the press).

  4. 4.

    H. A. Benesi, J. Amer. Chem. Soc.78, 5490 (1956).

  5. 5.

    K. G. Miesserov, Uspekhi khimii22, 284 (1953).

  6. 6.

    M. Rausch, M. Vogel, and H. Rosenberg, J. Organ. Chem.22, 903 (1957).

  7. 7.

    F. S. Arimoto and A. C. Haven, J. Amer. Chem. Soc.77, 6295 (1955).

  8. 8.

    A. N. Nesmeyanov and I. I. Kritskaya, Izv. AN SSSR. Otd. Khim. n. 352 (1962).

  9. 9.

    A. N. Nesmeyanov, É. G. Perevalova, L. S. Shilovtseva and Z. A. Beinoravichute, Dokl. AN SSSR121, 117 (1958).

  10. 10.

    T. V. Antipina and M. D. Sinitsyna, Vestn. MGU, seriya fiz.-mat. i est. nauk, No. 1, 139 (1957).

  11. 11.

    Organic Syntheses [Russian translation], Vol. 1, 82 (1949).

  12. 12.

    A. Zagumenny, Liebigs Ann. Chem.184, 176 (1877).

  13. 13.

    J. W. Brühl, Liebigs Ann. Chem.200, 190 (1880).

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Nesmeyanov, A.N., Kritskaya, I.I. & Antipina, T.V. Application of adsorption chromatography in work with ferrocene derivatives. Russ Chem Bull 11, 1685–1690 (1962). https://doi.org/10.1007/BF00920260

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  • Oxidation
  • Oxygen
  • Alumina
  • Ether
  • Chromatography