Skip to main content
SpringerLink
Log in

Isomerization and reduction of 1-hexen-5-one in presence of RuCl2 (PPh3)3 and RhCl (PPh3)3 complexes

  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    1-Hexen-5-one in the presence of the triphenylphosphine complexes of Ru and Rh, in a H2 atmosphere, at 82°, is isomerized to give cis- and trans-2-hexen-5-one, and is reduced to 2-hexanone.

  2. 2.

    RuCl2(PPh3)3 catalyzes mainly the shift, while RhCl(PPh3)3 catalyzes mainly the reduction of the C=C bond of 1-hexen-5-one. The reduction is accomplished mainly via the transfer of hydrogen from a secondary alcohol.

  3. 3.

    The carbonyl group of 1-hexen-5-one is not reduced due to the predominant coordination of the unsaturated ketone via the C=C bond, and not via the C=O group.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. R. Ugo (editor), Aspects of Homogeneous Catalysis, Vol. 1, Reidel (1970).

  2. B. R. James, Homogeneous Hydrogenation 1973, J. Wiley and Sons, Inc., New York, London, Sydney, Toronto (1973), p. 310.

    Google Scholar 

  3. I. S. Kolomnikov, V. P. Kukolev, and M. E. Vol'pin, Usp. Khim.,43, 903 (1974).

    Google Scholar 

  4. T. A. Stephenson and G. Wilkinson, J. Inorg. Nucl. Chem.,A28, 945 (1966).

    Google Scholar 

  5. G. A. Osborn, F. H. Gardine, J. F. Young, and G. Wilkinson, J. Chem. Soc., A12, 1711 (1966).

    Google Scholar 

  6. V. Z. Sharf, L. Kh. Freidlin, and V. N. Krutii, Izv. Akad. Nauk SSSR, Ser. Khim.,1973, 2264.

Download references

Author information

Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    V. Z. Sharf, L. Kh. Freidlin, I. S. Shekoyan & V. N. Krutii

Authors
  1. V. Z. Sharf
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. L. Kh. Freidlin
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. I. S. Shekoyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. N. Krutii
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii. Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 575–578, March, 1976.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sharf, V.Z., Freidlin, L.K., Shekoyan, I.S. et al. Isomerization and reduction of 1-hexen-5-one in presence of RuCl2 (PPh3)3 and RhCl (PPh3)3 complexes. Russ Chem Bull 25, 557–560 (1976). https://doi.org/10.1007/BF01106652

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01106652

Keywords

Search

Navigation