Skip to main content
Log in

Multiple Deuteration of Water-Soluble Olefinic Acids with a [Pd(Alizarin Monosulfonate)2] Catalyst

  • Published:
Reaction Kinetics and Catalysis Letters Aims and scope Submit manuscript

Abstract

Hydrogenations in aqueous systems with the soluble [Pd(alizarin monosulfonate)2] catalyst resulted in extensive deuteration of crotonic, trans-2-pentenoic and itaconic acids regardless of whether the deuterium source was D2 or D2O. Itaconic acid was deuterated up to 3.6 D/methylsuccinic acid. Detailed 1H- and 13C-NMR studies identified six isotopomers of the deuterated methylsuccinic acid product and revealed an important role of the H/D exchange on the catalytically active Pd-intermediate.

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

Access this article

Subscribe and save

Springer+ Basic
$34.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or eBook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

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

Instant access to the full article PDF.

Similar content being viewed by others

REFERENCES

  1. A.V. Bulatov, E.N. Izakovich, L.N. Karklin, M.L. Khidekel: Izv. Akad. Nauk. SSR Ser. Khim., 2032 (1981).

  2. F. Joó, N. Balogh, L.I. Horváth, Gy. Filep, I. Horváth, L. Vígh: Anal. Biochem., 194, 34 (1991).

    Google Scholar 

  3. F. Joó, L. Vígh: in Handbook of Nonmedical Applications of Liposomes (Y. Barenholz, D. D. Lasie, eds) From Design to Microreactors, Vol. III. p. 257. Academic Press, Boca Raton 1996.

    Google Scholar 

  4. P.A. Chaloner, M.A. Esteruelas, F. Joó, L.A. Oro: Homogeneous Hydrogenation (Catalysis by Metal Complexes). Kluwer Academic Publishers, Dordrecht 1994.

    Google Scholar 

  5. B. Szalontai, F. Joó, É. Papp, L. Vígh: J. Chem. Soc., Chem. Commun., 2299 (1995).

  6. D.J. Hardick, I.S. Blagbrough, B.V.L. Potter: J. Am. Chem. Soc., 118, 5897 (1996).

    Google Scholar 

  7. Á. Bucsai, J. Bakos, M. Laghmari, D. Sinou: J. Mol. Catal. A., 116, 335 (1997).

    Google Scholar 

  8. J. Bakos, R. Karaivanov, M. Laghmari, D. Sinou: Organometallics, 13, 2951 (1994).

    Google Scholar 

  9. C.R. Landis, T.W. Brauch: Inorg. Chim. Acta, 270, 285 (1998).

    Google Scholar 

  10. C.A. Bunton: Catal. Rev. — Sci. Eng., 20, 1 (1979).

    Google Scholar 

  11. G. Oehme, I. Grassert, S. Zigler, R. Meisel, H. Fuhrmann: Catalysis Today, 42, 459 (1998).

    Google Scholar 

  12. F. Joó, É. Papp, Á. Kathó: Topics in Catalysis, 5, 113 (1998).

    Google Scholar 

  13. J.M. Buriak, J.A. Osborn: Organometallics, 15, 3161 (1996).

    Google Scholar 

Download references

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Papp, É., Bányai, I. & Joó, F. Multiple Deuteration of Water-Soluble Olefinic Acids with a [Pd(Alizarin Monosulfonate)2] Catalyst. Reaction Kinetics and Catalysis Letters 69, 23–30 (2000). https://doi.org/10.1023/A:1005628406276

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1005628406276

Navigation