Use of electrostatic interaction for chiral recognition. Enantioselective complexation of anionic binaphthyls with protonated amino-β-cyclodextrin

Journal of Inclusion Phenomena and Molecular Recognition in Chemistry

Volumn 25, Issue 1-3, 1996, Pages 243-248

  Kano, Koji ^a   Kitae, Takashi ^a   Takashima, Hiroshi ^a  

^a DOSHISHA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000822276     PISSN: 09230750     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF01041578     Document Type: Article

References (11)

1. Kano, K. Selectivities in cyclodextrin chemistry, in Bioorganic Chemistry Frontiers, (Ed. Dugas, H., Schmidtchen, F. P.) Springer-Verlag, Berlin, 1993, Vol. 3, Pp. 1-23
2. Daffe, V., Fastrez, J., Cyclodextrin-catalysed hydrolysis of oxazol-5(4H)-ones. Enantioselectivity of the acid-base and ring-opening reactions, J. Chem. Soc., Perkin Trans. 2, 789-796 (1983); Boehm, R. E., Martire, D. E.; Armstrong, D. W., Theoretical considerations concerning the separation of enantiomeric solute by liquid chromatography, Anal. Chem., 60, 522-528 (1988)
3. Daffe, V., Fastrez, J., Cyclodextrin-catalysed hydrolysis of oxazol-5(4H)-ones. Enantioselectivity of the acid-base and ring-opening reactions, J. Chem. Soc., Perkin Trans. 2, 789-796 (1983); Boehm, R. E., Martire, D. E.; Armstrong, D. W., Theoretical considerations concerning the separation of enantiomeric solute by liquid chromatography, Anal. Chem., 60, 522-528 (1988)
4. Rebek, Jr., J. Recent progress in molecular recognition, in Topics in Current Chemistry, (Ed. Weber, E.) Springer-Verlag, Berlin, 1988, Vol. 149, Pp. 189-210.
5. Nardi, A., Eliseev, A., Bocek, P., Fanali, S., Use of charged and neutral cyclodextrins in capillary zone electrophoresis: enantiomeric resolution of some 2-hydroxy acids, J. Chromatogr., 638, 247-253 (1993)
6. 1H nuclear magnetic resonance spectroscopic study, J. Chem. Soc., Faraday Trans., 89, 1035-1040 (1993)
7. Kano, K., Arimoto, A., Ishimura, Conformational enantiomerism of bilirubin and pamoic acid inducd by protonated aminocyclodextrins, T., J. Chem. Soc., Perkin Trans. 2, 1661-1666 (1995)
8. Melton, L. D., Slessor, K. N., Synthesis of monosubstituted cyclohexaamyloses, Carbohydr. Res., 18, 29-37 (1971)
9. Kano, K., Tamiya, Y., Otsuki, C., Shimomura, T., Ohno, T., Hayashida, O., Murakami, Y., Chiral recognition by cyclic oligosaccharides. Enantioselective complexation of binaphthyl derivatives with cyclodextrins, Supramol. Chem., 2, 137-143 (1993)
10. Kano, K., Minami, K., Horiguchi, K. Ishimura, T., Kodera, M. Ability of non-cyclic oligosaccharides to form molecular complexes and its use for chiral separation by capillary zone electrophoresis, J. Chromatogr. A, 694, 307-313 (1995)
11. Li, S. F. Capillary Electrophoresis, Principles, Practice and Applications, Elsevier, Amsterdam, 1992