Skip to main content
SpringerLink
Log in

Preparation of an active Suzuki-Miyaura catalyst from nanoparticles obtained by deposition of palladium onto a polyvinyl alcohol support

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

Highly dispersed palladium was obtained by vacuum deposition onto polyvinyl alcohol films, followed by removal of the support via dissolution in hot water, and was characterized by transmission electron microscopy. The dispersed palladium consisted of aggregated nanoparticles with a size of ∼10 nm and was used to catalyze the Suzuki-Miyaura reaction of p-iodonitrobenzene with phenylboronic acid in N,N-dimethylacetamide and propan-1-ol at 50–80°C in the presence of potassium phosphate as base. Taking into account that the reaction required atmospheric oxygen (no reaction occurred under argon), it was presumed that the process is homogeneous and that palladium is transferred into solution as a result of leaching by the action of oxygen in the presence of iodide ions. The properties of the examined catalytic system were compared with those reported for other catalytic systems containing palladium nanoparticles.

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

References

  1. Astruc, D., Lu, F., and Aranzaes, R., Angew. Chem., Int. Ed., 2005, vol. 44, p. 7852.

    Article  CAS  Google Scholar 

  2. Moreno-Manas, M. and Pleixats, R., Acc. Chem. Res., 2003, vol. 36, p. 638.

    Article  CAS  Google Scholar 

  3. Phan, N.T.S., van Der Sluys, M., and Jones, C.W., Adv. Synth. Catal., 2006, vol. 348, p. 609.

    Article  CAS  Google Scholar 

  4. Reetz, M.T., Breinbauer, R., and Wanninger, K., Tetrahedron Lett., 1996, vol. 37, p. 4499.

    Article  CAS  Google Scholar 

  5. Saporusso, A.M., Innocenti, P., Aronica, L.A., Vitulli, G., Gallina, R., Biffis, A., Zecca, M., and Corain, B., J. Catal., 2005, vol. 234, p. 1.

    Article  Google Scholar 

  6. Razler, T.M., Hsiao, Y., Qian, F., Fu, R., Khan, R.K., and Doubleday, W., J. Org. Chem., 2009, vol. 74, p. 1381.

    Article  CAS  Google Scholar 

  7. Li, Y. and El-Sayed, M.A., J. Phys. Chem. B, 2001, vol. 105, p. 8938.

    Article  CAS  Google Scholar 

  8. Klingelhofer, S., Heitz, W., Greiner, A., Oestreich, S., Forster, S., and Antonietti, M., J. Am. Chem. Soc., 1997, vol. 119, p. 10 116.

    Article  Google Scholar 

  9. Beletskaya, I.P., Kashin, A.N., Litvinov, A.E., Tyurin, V.S., Valetsky, P.M., and van Koten, G., Organometallics, 2006, vol. 25, p. 154.

    Article  CAS  Google Scholar 

  10. Beletskaya, I.P., Kashin, A.N., Khotina, I.A., and Khokhlov, A.R., Synlett, 2008, p. 1547.

  11. Piao, Y., Jang, Y., Shokouhimehr, M., Lee, I.S., and Hyeon, T., Small, 2007, vol. 3, p. 255.

    Article  CAS  Google Scholar 

  12. Athilakshmi, J., Ramanathan, S., and Chand, D.K., Tetrahedron Lett., 2008, vol. 49, p. 5286.

    Article  CAS  Google Scholar 

  13. Okamoto, K., Akiyama, R., Yoshida, H., Yoshida, T., and Kobayashi, S., J. Am. Chem. Soc., 2005, vol. 127, p. 2125.

    Article  CAS  Google Scholar 

  14. Evangelisti, C., Panziera, N., Pertici, P., Vitulli, G., Salvadori, P., Battocchio, C., and Polzonetti, G., J. Catal., 2009, vol. 262, p. 287.

    Article  CAS  Google Scholar 

  15. MacQuarrie, S., Horton, J.H., Barnes, J., McEleney, K., Loock, H.-P., and Crudden, C.M., Angew. Chem., Int. Ed., 2008, vol. 47, p. 3279.

    Article  CAS  Google Scholar 

  16. Faupel, F., Willecke, R., and Thran, A., Mater. Sci. Eng.: R, 1998, vol. 22, p. 1.

    Article  Google Scholar 

  17. Volynskii, A.L. and Bakeev, N.F., Strukturnaya samoorganizatsiya amorfnykh polimerov (Structural Self-Organization of Amorphous Polymers), Moscow: Fizmatlit, 2005, p. 232.

    Google Scholar 

  18. Gaikwad, A.V., Holuigue, A., Thathagar, M.B., ten Elshof, J.E., and Rothenberg, G., Chem. Eur. J., 2007, vol. 13, p. 6908.

    Article  CAS  Google Scholar 

  19. Xiong, Y., Chen, J., Wiley, B., Xia, Y., Aloni, S., and Yin, Y., J. Am. Chem. Soc., 2005, vol. 127, p. 7332.

    Article  CAS  Google Scholar 

  20. Xiong, Y., Wiley, B., Chen, J., Li, Z.-Y., Yin, Y., and Xia, Y., Angew. Chem., Int. Ed., 2005, vol. 44, p. 7913.

    Article  CAS  Google Scholar 

  21. Gabriele, B., Salerno, G., and Costa, M., Synlett, 2004, p. 2468.

  22. Amatore, C. and Jutand, A., Acc. Chem. Res., 2002, vol. 33, p. 314.

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Faculty of Chemistry, Moscow State University, Vorob’evy gory 1, Moscow, 119992, Russia

    A. N. Kashin, D. A. Panchuk, L. M. Yarysheva, A. L. Volynskii & I. P. Beletskaya

Authors
  1. A. N. Kashin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. D. A. Panchuk
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. L. M. Yarysheva
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. L. Volynskii
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. I. P. Beletskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to I. P. Beletskaya.

Additional information

Dedicated to Prof. C. Najera on His Jubilee

Original Russian Text © A.N. Kashin, D.A. Panchuk, L.M. Yarysheva, A.L. Volynskii, I.P. Beletskaya, 2011, published in Zhurnal Organicheskoi Khimii, 2011, Vol. 47, No. 1, pp. 51–56.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kashin, A.N., Panchuk, D.A., Yarysheva, L.M. et al. Preparation of an active Suzuki-Miyaura catalyst from nanoparticles obtained by deposition of palladium onto a polyvinyl alcohol support. Russ J Org Chem 47, 48–53 (2011). https://doi.org/10.1134/S1070428011010040

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428011010040

Keywords

Search

Navigation