Capillary electrophoretic separation of binaphthyl enantiomers with two polymeric chiral surfactants: 1H-nuclear magnetic resonance and fluorescence spectroscopy study

Electrophoresis

Volumn 21, Issue 10, 2000, Pages 2025-2032

  Yarabe, H Hyacinthe ^a   Rugutt, Joseph K ^a   McCarroll, Matthew E ^a   Warner, Isiah M ^a  

^a LOUISIANA STATE UNIVERSITY   (United States)

Author keywords

1,1' binaphthyl 2,2'diylhydrogen phosphate; 2,2' dihydroxy 1,1' binaphthyl; Enantiomeric separation; Fluorescence spectroscopy; Micellar electrokinetic chromatography; Nuclear magnetic resonance spectroscopy; Polymeric chiral surfactants

Indexed keywords

CAPILLARY ELECTROPHORESIS; ELECTRODYNAMICS; ENANTIOMERS; FLUORESCENCE; LIQUID CHROMATOGRAPHY; NUCLEAR MAGNETIC RESONANCE; SODIUM; SURFACE ACTIVE AGENTS; TITRATION;

1,1'-BINAPHTHYL-2,2'DIYLHYDROGEN PHOSPHATE; 2,2'-DIHYDROXY-1,1'-BINAPHTHYL; BINAPHTHYL; BINDING CONSTANT; ELECTROKINETIC CHROMATOGRAPHY; ENANTIOMERIC SEPARATION; MICELLAR ELECTROKINETIC CHROMATOGRAPHY; POLYMERIC CHIRAL; POLYMERIC CHIRAL SURFACTANT;

NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

1,1' BINAPHTHYL 2,2' DIHYDROGEN PHOSPHATE; BUFFER; POLYMER; SURFACTANT; UNCLASSIFIED DRUG;

CAPILLARY ELECTROPHORESIS; CHIRALITY; CONFERENCE PAPER; DERIVATIZATION; ENANTIOMER; FLUORESCENCE SPECTROSCOPY; HYDROPHOBICITY; MICELLAR ELECTROKINETIC CHROMATOGRAPHY; MOLECULAR RECOGNITION; PHASE SEPARATION; PROTON NUCLEAR MAGNETIC RESONANCE; STOICHIOMETRY;

EID: 0034097994     PISSN: 01730835     EISSN: None     Source Type: Journal    
DOI: 10.1002/1522-2683(20000601)21:10<2025::AID-ELPS2025>3.0.CO;2-P     Document Type: Conference Paper

References (34)

1. Otsuka, K., Terabe, S., Trends Anal. Chem. 1993, 12, 125-130.
2. Billiot, E., Macossay, J., Thibodeaux, S., Shamsi, S. A., Warner, I. M., Anal. Chem. 1998, 70, 1375-1381.
3. Wang, J., Warner, I. M., Anal. Chem. 1994, 66, 3773-3776.
4. Bringmann, G., Zagst, R., Schaffer, M., Hallock, Y. F., Cardellina II, J. K., Boyd, M. R., Angew. Chem. Int. Ed. Engl. 1993, 32, 1190-1191.
5. Rugutt, J. K., Shamsi, S. A., Aucoin, A. M., Warner, I. M., Franzblau, S. G., Pittcon 1998 Abstracts, New Orleans, LA, March 1-5, 1998, Abstract No. 1046.
6. Palmer, C. P., Khaled, M. Y., McNair, H. M., J. High Resolut. Chromatogr. 1992, 15, 756-762.
7. Palmer, C. P., McNair, H. M., J. Microcol. Sep. 1992, 4, 509-514.
8. Terabe, S., Ozaki, H., Tanaka, Y., J. Chin. Chem. Soc. 1994, 41, 251-257.
9. Ozaki, H., Terabe, S., Ichihara, A., J. Chromatogr. A 1994, 680, 117-123.
10. Hara, S., Dobashi, A., Chem. Abstr. 1993, 118.
11. Hara, S., Dobashi, A., Jpn. Kokai Tokkyokoho 1992, 205.
12. Hara, S., Dobashi, A., Jpn. Kokai Tokkyokoho 1992, 206.
13. Dobashi, A., Hamada, M., Dobashi, Y., Yamagushi, J., Anal. Chem. 1995, 67, 3011-3017.
14. Terabe, S., Otsuka, K., Ichikawa, K., Tsuchiya, A., Ando, T., Anal. Chem. 1984, 56, 111-113.
15. Sepaniak, M. J., Cole, R. O., Hinze, L. Z., J. High Resolut. Chromatogr. 1990, 13, 579-582.
16. Fendler, J. F., Fendler, E. J., Catalysis in Micellar Macromolecular Systems, Academic Press, New York 1975, p. 98 and references cited in Chapter 4; pp. 104-105.
17. Palmer, C. P., J. Chromatogr. A 1997, 780, 75-92.
18. Paleos, C. M., Stassinopoulou, C. I., Malliaris, A. J., J. Phys. Chem. 1983, 87, 251-254.
19. Palmer, C. P., Tanaka, N., J. Chromatogr. A 1997, 792, 105-124.
20. Tanaka, N., Fukutome, T., Tanigawa, T., Hosoya, K., Kimata, K., Araki, T., Unger, K. K., J. Chromatogr. A 1995, 699, 331-341.
21. Macossay, J., Shamsi, S. A., Warner, I. M., Tetrahedron Lett. 1999, 40, 577-580.
22. Hoult, D. I., J. Magn. Reson. 1976, 21, 337-347.
23. Bax, A., Davis, D., J. Magn. Reson. 1985, 63, 207-213.
24. Scott, R. L., Rec. Trav. Chim. 1956, 75, 787-789.
25. Benesi, H. A., Hildebrand, J. L., J. Am. Chem. Soc. 1949, 71, 2703-2707.
26. Kano, K., Tamiga, Y., Otsuki, C., Shimomuna, T., Ohno, T., Hayashida, O., Murakami, M., Supramol. Chem. 1993, 2, 137-143.
27. Kano, K., Minami, M., Horiguchi, K., Ishimura, T., Kodera, M., J. Chromatogr. A 1995, 694, 307-313.
28. Kano, K., Yoshiyasu, K., Hashimoto, S., J. Chem. Soc. Chem. Commun. 1989, 17, 1278-1279.
29. Chankvetadze, B., J. Chromatogr. A 1997, 792, 269-295.
30. Chankvetadze, B., Endresz, G., Bergenthal, D., Blaschke, G., J. Chromatogr. A 1995, 717, 245-253.
31. Endresz, G., Chankvetadze, B., Bergenthal, D., Blaschke, G., J. Chromatogr. A 1996, 732, 133-142.
32. Patel, D. J., Canuel, L. L., Biopolymers 1977, 16, 857-873.
33. Silverstein, R. L. Webster, F. X., in: Rose, N. Swain, E. (Eds.), Spectrometric Identification of Organic Compounds, J. Wiley & Sons, New York 1997, pp. 154-156.
34. Pirkle, W. H., House, D. W., J. Org. Chem. 1979, 44, 1957-1960.