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Facile separation of enantiomers, geometrical isomers, and routine compounds on stable cyclodextrin LC bonded phases

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Abstract

The effectiveness of employing stationary phases composed of chemically bonded cyclodextrin molecules in the high performance liquid chromatographic separation of a variety of different types of compounds is summarized. Over one hundred compounds, including optical, geometrical, and structural isomers, diastereomers, and epimers were successfully separated from each other via use of beta- or gamma-cyclodextrin bonded phases and aqueous methanolic mobile phases. The mechanism of separation is based upon inclusion complex formation between the compounds being separated and the cyclodextrin molecules bonded to the stationary phase. The effects of temperature, mobile phase composition and flow rate upon the chromatographic selectivity and resolution are described. The results indicate that the cyclodextrin columns may be more versatile, flexible, and effective compared to the conventional normal or reversed phase columns.

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References

  1. M.L. Bender and M. Komiyama:Cyclodextrin Chemistry, Springer-Verlag (1978); and references therein.

  2. J. Szejtli:Cyclodextrins and Their Inclusion Complexes, Akademiai Kiado, Budapest (1982); and references therein.

    Google Scholar 

  3. W. Saenger:Angew. Chem. Int. Ed. Engl. 19, 344 (1980).

    Google Scholar 

  4. C. Sirlin:Bull. Soc. Chim. France, Part II, 5 (1984).

    Google Scholar 

  5. W.L. Hinze:Sep. Purif. Methods 10, 159 (1981).

    Google Scholar 

  6. E. Smolkova-Keulemansova:J. Chromatogr. 251, 17 (1982).

    Google Scholar 

  7. F. Cramer and W. Dietsche:Chem. Ber. 92, 378 (1959).

    Google Scholar 

  8. K. Matsunaga, M. Imanaka, T. Ishida, and T. Oda:Anal. Chem. 56, 1980 (1984).

    Google Scholar 

  9. W.L. Hinze and D.W. Armstrong:Anal. Lett. 13, 1093 (1980).

    Google Scholar 

  10. Y. Nobuhara, S. Hirano, and Y. Nakanishi:J. Chromatogr. 258, 276 (1983).

    Google Scholar 

  11. B. Zsadon, L. Decsei, F. Tudos, and J. Szejtli:J. Chromatogr. 270, 127 (1983).

    Google Scholar 

  12. N. Wiedenhof:Starke 21, 164 (1969).

    Google Scholar 

  13. J. Mraz, L. Feltl, and E. Smolkova-Keulemansova:J. Chromatogr. 286, 17 (1984).

    Google Scholar 

  14. J. Debowski, D. Sybilska, and J. Jurczak:Chromatographia 16, 198 (1982).

    Google Scholar 

  15. K. Fujimura, T. Ueda, and T. Ando:Anal. Chem. 55, 446 (1983).

    Google Scholar 

  16. Y. Kawaguchi, M. Tanaka, M. Nakae, K. Funazo, and T. Shono:Anal. Chem. 55, 1852 (1983).

    Google Scholar 

  17. D. W. Armstrong: Patents Pending U.S.A., Europe, Japan (1984).

  18. D.W. Armstrong and W. DeMond:J. Chromatogr. Sci. 22, 411 (1984).

    Google Scholar 

  19. W.L. Hinze, T.E. Riehl, D.W. Armstrong, W. DeMond, A. Alak, and T. Ward:Anal. Chem. 55, in press (1984).

  20. D.W. Armstrong, A. Alak, W. DeMond, W.L. Hinze, and T.E.Riehl:J. Liq. Chromatogr. 7, in press (1984).

  21. D.W. Armstrong, W. DeMond, A. Alak, W.L. Hinze, T. E. Riehl, and K. H. Bui:Anal. Chem. 56, in press (1985).

  22. D.W. Armstrong:J. Liq. Chromatogr. 7 (Supplement 2), 353 (1984).

    Google Scholar 

  23. D.W. Armstrong, T.E. Riehl, K. H. Bui, and W.L. Hinze: Unpublished Results.

  24. K.G. Feitsma, B.F.H. Drenth, and R.A. deZeeuw:J. High Resol. Chromatogr. Chromatogr. Commun. 7, 147 (1984).

    Google Scholar 

  25. D.W. Armstrong, W.L. Hinze, K.H. Bui, and H.N. Singh:Anal. Lett. 14, 1659 (1981).

    Google Scholar 

  26. M. Tanaka, Y. Kawaguchi, M. Nakae, Y. Mizobuchi, and T. Shono:J. Chromatogr. in press (1984).

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Armstrong, D.W., Alak, A., Bui, K. et al. Facile separation of enantiomers, geometrical isomers, and routine compounds on stable cyclodextrin LC bonded phases. Journal of Inclusion Phenomena 2, 533–545 (1984). https://doi.org/10.1007/BF00662219

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  • DOI: https://doi.org/10.1007/BF00662219

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