Skip to main content
SpringerLink
Log in

Mechanism of enantioseparation on zeolite-supported chiral stationary phases in the presence of lipophilic buffer

  • Originals
  • Published:
Chromatographia Aims and scope Submit manuscript

Summary

Chiral stationary phases have been prepared on a zeolite A support. In addition to polar hydrophilic chiral selector molecules derived from DNB-L-Leu and DNB-L-Phe amides, dynamic modification of the underivatized free surface hydroxyl (silanol) groups of the zeolite can be used to increase the overall hydrophobic character. On these non-capped chiral stationary phases, in the presence of lipophilic buffer salts in the aqueous organic phase, the enantioseparation of ion-paired D,L-mandelic acid was facilitated and was studied in more detail. The enantioseparation might be based on hydrogen bonding and π-π interaction supported by simultaneous hydrophobic interaction.

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. C. E. Dalgliesh, J. Chem. Soc.IV, 3940 (1952).

    Article  Google Scholar 

  2. D. E. Pirkle, T. C. Pochapsky, G. S. Mahler, D. E. Corey, D. S. Reno, J. Org. Chem.51, 25, 4991 (1986).

    Article  CAS  Google Scholar 

  3. W. Lindner, G. Uray, U. Steiner, J. Chromatogr.553, 373 (1991).

    Article  Google Scholar 

  4. V. A. Davankov, J Chromatogr. A666, 55 (1994).

    Article  CAS  Google Scholar 

  5. T. Shibata, T. Sei, H. Nishimura, Chromatographia24, 552 (1987).

    CAS  Google Scholar 

  6. W. Lindner, Mikrochimica ActaII 113 (1991).

    Article  Google Scholar 

  7. G. Hesse, R. Hagel, Chromatographia6, 277 (1973).

    Article  CAS  Google Scholar 

  8. Y. Okamoto, T. Ohashi, Y. Kaida, E. Yashima, Chirality5, 616 (1993).

    Article  Google Scholar 

  9. L. P. Szabó, D. Kalló, L. Szotyory, Hungarian patent P 9401125 (1994) (patent pending).

  10. E. Veigl, B. Böhs, A. Mandl, D. Krametter, W. Lindner, J. Chromatogr. A.694, 151 (1995).

    Article  CAS  Google Scholar 

  11. L. P. Szabó, D. Kalló, L. Szotyory, H. Major, K. Bélafi-Bakó, P. Hadik, Cs. Sisak, Chromatographia45, 378 (1997).

    Google Scholar 

  12. L. P. Szabó, D. Kalló, L. Szotyory, Mikrochim. Acta,124, 263 (1996).

    Article  Google Scholar 

  13. W. H. Pirkle, D. W. House, J. Org. Chem.44, 1957 (1979).

    Article  CAS  Google Scholar 

  14. W. H. Pirkle, T. C. Pochapsky, G. S. Mahler, R. E. Field, J. Chromatogr.89, 348 (1985).

    Google Scholar 

  15. G. L. Woolery, G. H. Kuehl, H. C. Timken, A. W. Chester, J. C. Vartuki, Zeolites19, 288 (1997).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Veszprém University, Egyetem u. 4, 8200, Veszprém, Hungary

    L. P. Szabó, K. Selmeczi, Z. Pilter, A. Szécsi, J. Bodnár & L. Szotyory

  2. Central Research Institute for Chemistry, Hungarian Academy of Sciences, P. O. Box 17, 1525, Budapest, Hungary

    D. Kalló

  3. Research Institute of Chemical Engineering, Hungarian Academy of Sciences, P. O. Box 125, 8201, Veszprém, Hungary

    É. H. Lippai

Authors
  1. L. P. Szabó
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. K. Selmeczi
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Z. Pilter
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. Szécsi
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. J. Bodnár
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. É. H. Lippai
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. D. Kalló
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. L. Szotyory
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Szabó, L.P., Selmeczi, K., Pilter, Z. et al. Mechanism of enantioseparation on zeolite-supported chiral stationary phases in the presence of lipophilic buffer. Chromatographia 48, 140–144 (1998). https://doi.org/10.1007/BF02467530

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02467530

Key Words

Search

Navigation