Study of the catalytic activity of metal complexes fixed on solid supports. 8. Immobilized Rh and Pd complexes in the dehalogenation reaction of halogenated derivatives of benzene and cyclopropane by hydrogen transfer from alcohols and sodium borohydride

  • V. F. Dovganyuk
  • V. Z. Sharf
  • L. G. Saginova
  • I. I. Antokol'skaya
  • L. I. Bol'shakova
Physical Chemistry
  • 27 Downloads

Conclusions

  1. 1.

    Rhodium and palladium complexes immobilized on amino and aminophosphinated silica gels and polymers containing heterocyclic amine groups catalyze hydrodehalogenation of p-bromotoluene and gem-dihalocyclopropanes by hydrogen transfer from 2-propanol and sodium borohydride.

     
  2. 2.

    Only partial dehalogenation of gem-dihalogenides occurs with rhodium complexes and 2-propanol. For NaBH4, successive substitution of two halogen atoms occurs. Reduction of gem-dibromides is easier than that of gem-dichlorides. The reaction rate and stereo-selectivity depend on the nature and position of the substituent in the cyclopropane.

     

Keywords

Catalytic Activity Palladium Halogen Rhodium NaBH4 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    I. S. Kolomnikov, V. P. Kukolev, and V. Z. Vol'pin, Usp. Khim., 903 (1974).Google Scholar
  2. 2.
    V. F. Dovganyuk, V. I. Isaeva, and V. Z. Sharf, Izv. Akad. Nauk SSSR, Ser. Khim., No. 6, 1223 (1988).Google Scholar
  3. 3.
    V. Z. Sharf, V. F. Dovganyuk, V. I. Isaeva, and B. I. Maksimov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 3, 534 (1989).Google Scholar
  4. 4.
    V. F. Dovganyuk, L. I. Lafer, V. I. Isaeva, et al., Izv. Akad. Nauk SSSR, Ser. Khim., No. 12, 2660 (1987).Google Scholar
  5. 5.
    G. V. Myasoedova, I. I. Antokolskaya, O. P. Shvoeva, et al., Talanta,23, 866 (1976).Google Scholar
  6. 6.
    B. N. Laskorin, N. G. Zhukova, O. M. Grishina, et al., Zh. Prikl. Khim.,55, No. 3, 555 (1982).Google Scholar
  7. 7.
    M. Makosza and W. Wawrzyniewic, Tetrahedron Lett., 4659 (1969).Google Scholar
  8. 8.
    O. M. Nefedov, N. N. Novitskaya, and A. D. Petrov, Dokl. Akad. Nauk SSSR, 152, 629 (1963).Google Scholar
  9. 9.
    O. M. Nefedov and R. N. Shafran, Zh. Org. Khim.,37, 1561 (1967).Google Scholar
  10. 10.
    Al-Niami and R. S. Mutana, Z. Naturforsch.35A, 129 (1980).Google Scholar
  11. 11.
    O. M. Nefedov, M. N. Manakov, and A. A. Ivashenko, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 1242 (1962).Google Scholar
  12. 12.
    P. S. Skell and A. Y. Garner, J. Am. Chem. Soc.,78, 5430 (1956).Google Scholar

Copyright information

© Plenum Publishing Corporation 1989

Authors and Affiliations

  • V. F. Dovganyuk
    • 1
    • 2
    • 3
  • V. Z. Sharf
    • 1
    • 2
    • 3
  • L. G. Saginova
    • 1
    • 2
    • 3
  • I. I. Antokol'skaya
    • 1
    • 2
    • 3
  • L. I. Bol'shakova
    • 1
    • 2
    • 3
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow
  2. 2.M. V. Lomonosov Moscow State UniversityUSSR
  3. 3.V. I. Vernadskii Institute of Geochemistry and Analytical ChemistryAcademy of Sciences of the USSRMoscow

Personalised recommendations