Russian Chemical Bulletin

, Volume 42, Issue 3, pp 571–573 | Cite as

Improved method for the synthesis of pentaphenylcyclopentadiene

  • V. K. Dyumaev
  • D. V. Davydov
  • I. P. Beletskaya
Brief Communications
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Abstract

An improved method for the synthesis of pentaphenylcyclopentadiene is suggested. It involves the reaction of tetraphenylcyclopentadienone with PhMgBr and subsequent treatment of the reaction mixture with an excess of LiAlH4 in THF. The effect of arylating agents and reducing agents on the yield of the target product is studied. The method suggested can be used for synthesizing other polyaromatic cyclopentadienes, in particular, 1,2,5-triphenyl-3, 4-(1,8-naphthylene)cyclopentadiene.

Key words

pentaphenylcyclopentadiene polyaromatic cyclopentadienes synthesis 

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References

  1. 1.
    L. D. Field, M. Ho. Kanthy, C. M. Lindall, A. F. Masters, and A. G. Webb,Aust. J. Chem., 1990,98, 281.Google Scholar
  2. 2.
    C. Janiak, H. Schuman, C. Stader, B. Wrackmeyer, and J. J. Zuckerman,Chem. Ber., 1988,121, 1745.Google Scholar
  3. 3.
    J. W. Chambers, A. J. Bashar, S. G. Bott, J. L. Atwood, and M. D. Rausch,Organometallics, 1986,5, 1635.Google Scholar
  4. 4.
    W. Dithley, I. Horst, and W. Schommer,J. Prakt. Chem., 1935,143, 189.Google Scholar
  5. 5.
    P. W. Reeves, and B. L. Williamson,Synth. Commun., 1987,17, 1721.Google Scholar
  6. 6.
    A. B. Sigalov, E. S. Petrov, L. F. Rybakova, and I. P. Beletskaya,Izv. Akad. Nauk SSSR, Ser. Khim., 1983, 2615 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1983, 32, 2351 (Engl. Transl.)].Google Scholar
  7. 7.
    A. B. Sigalov, E. S. Petrov, L. F. Rybakova, and I. P. Beletskaya,Izv. Akad. Nauk SSSR, Ser. Khim., 1986, 2143 [Bull. Acad. Sci. USSR, Div. Chem. Sci, 1986,35, 1955 (Engl. Transl.)].Google Scholar
  8. 8.
    A. B. Sigalov, E. S. Petrov, and I. P. Beletskaya,Izv. Akad. Nauk SSSR, Ser. Khim., 1984, 2386 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1984,33, 2181 (Engl. Transl.)].Google Scholar
  9. 9.
    Z. Hou, H. Taniguchi, and Y. Fujivara,Chem. Lett., 1987, 305.Google Scholar
  10. 10.
    T. Imamoto, T. Kusumoto, Y. Tawarayama, Y. Sugiura, T. Mita, Y. Hatanaka, and M. Yokoyama,J. Org. Chem., 1984,49, 3904.Google Scholar
  11. 11.
    V. S. Abramov, and P. G. Mal'skii,Zh. Obshch. Khim., 1939,9, 1533 [J. Gen. Chem., 1939,9 (Engl. Transl.)].Google Scholar
  12. 12.
    C. F. H. Allen, and Van Allan,J. Org. Chem., 1952,17, 845.Google Scholar

Copyright information

© Plenum Publishing Corporation 1994

Authors and Affiliations

  • V. K. Dyumaev
    • 1
  • D. V. Davydov
    • 1
  • I. P. Beletskaya
    • 1
  1. 1.M. V. Lomonosov Moscow State UniversityMoscowRussian Federation

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