Spectrometric and 2D NMR studies on the complexation of chlorophenols with cyclodextrins

Journal of Inclusion Phenomena

Volumn 39, Issue 1-2, 2001, Pages 41-46

  Leyva, Elisa ^a   Moctezuma, Edgar ^a   Strouse, Jane ^a   García Garibay, Miguel A ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

2D 1H NMR TROESY; 1 H NMR; Equilibrium constants; Inclusion complex structures; Spectrophotometry; and cyclodextrin chlorophenol complexes

Indexed keywords

EID: 0347769316     PISSN: 09230750     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1008150908997     Document Type: Article

References (46)

1. (a) M.L. Bender and M. Komiyama: Cyclodextrin Chemistry, Springer-Verlag, New York (1997);
2. (b) M.V. Rekharsky and Y. Inoue: Chem. Rev. 98, 1875 (1998).
3. S. Li and W.C. Purdy: Chem. Rev. 92, 1457 (1992).
4. A.F. Casy and A.D. Mercer: Mag. Reson. Chem. 26, 765 (1988).
5. J. Szejtli: Chem. Rev. 98, 1743 (1998).
6. K.A. Connors: Chem. Rev. 97, 1325 (1997).
7. P.M. Ivanov, D. Salvatierra and C. Jaime: J. Org. Chem. 61, 7012 (1996).
8. (a) S.R. McAlpine and M.A. García-Garibay: J. Org. Chem. 61, 8307 (1996);
9. (b) S.R. McAlpine and M.A. García-Garibay: J. Am. Chem. Soc. 120, 4269 (1998).
10. S. Li and W.C. Purdy: Anal. Chem. 64, 1405 (1992).
11. Y. Matsui and K. Mochida: Bull. Chem. Soc. Jpn 52, 2808 (1979).
12. S. Hamai: Bull. Chem. Soc. Jpn. 65, 2323 (1992).
13. L. Pospisil and M.P. Colombini: J. Inc. Phenom. 16, 255 (1993).
14. E. Leyva, E. Moctezuma, M.G. Ruiz and L. Torres-Martinez: Catalysis Today 40, 367 (1998).
15. T.-L. Hwang and A.J. Shaka: J. Am. Chem. Soc. 114, 3157 (1992).
16. D. Marion, M. Ikura, R. Tschudin and A. Bax: J. Mag. Reson. 85, 393 (1989).
17. H.A. Benesi and J.H. Hildebrand: J. Am. Chem. Soc. 71, 2703 (1949).
18. K. A. Connors: in J. Szejtli and T. Osa (eds.). Measurement of Cyclodextrin Complex Stability Constants. Elsevier Science Ltd. (1996), p. 205.
19. K. Flohr, R.M. Paton and E.T. Kaiser: J. Am. Chem. Soc. 97, 1209 (1975).
20. J. Martinie, J. Michon and A. Rassat: J. Am. Chem. Soc. 97, 1818 (1975).
21. H.-J. Schneider, F. Hacket and V. Rüdiger: Chem. Rev. 98, 1755 (1998).
22. K. Harata: Bioorg. Chem. 10, 255 (1981).
23. H. Shimizu, A. Kaito and M. Hatan: Bull. Chem. Soc. Jpn. 52, 2678 (1979).
24. H. Sato, S. Higuchi, N. Teramae and S. Tanaka: Chem. Lett. 299 (1979).
25. K. Harata: Bull. Chem. Soc. Jpn. 53, 2782 (1980).
26. M. Noltemeyer and W. Saenger: J. Am. Chem. Soc. 102, 2710 (1980).
27. S.-F. Lin and K.A. Connors: J. Pharm. Sci. 72, 1333 (1983).
28. J. Sztatisz: Therm. Anal. 2, 487 (1980).
29. J. B. Lambert: Organic Structural Spectroscopy, Prentice-Hall, Inc., New York (1998).
30. Y. Matsui and K. Mochida: Bull. Chem. Soc. Jpn. 51, 673 (1978).
31. P.V. Demarco and A.L. Thakkar: Chem. Commun. 2 (1970).
32. R.J. Bergeron, M.A. Channing and K.A. McGovern: J. Am. Chem. Soc. 100, 2878 (1978).
33. D.J. Wood, F.E. Hruska and W. Saenger: J. Am. Chem. Soc. 99, 1735 (1977).
34. R.I. Gelb, L.M. Schwartz, B. Cardelino, H.S. Fuhrman, R.F. Johnson and D.A. Laufer: J. Am. Chem. Soc. 103, 1750 (1981).
35. R. Bergeron: Bio. Chem. 5, 425 (1976).
36. K. Harata: Chem. Rev. 98, 1803 (1998).
37. E. Butkus, J.C. Martins and U. Berg: J. Incl. Phenom. 26, 209 (1996).
38. Y. Inoue, Y. Kanada, Y. Yamamoto, R. Chujo and S. Kobayashi: Carbohydr. Res. 194, C8 (1989).
39. J. Redondo, J. Frigola, A. Torres and P. Lupon: Mag. Reson. Chem. 33, 104 (1995).
40. (a) V. Rüdiger, A. Eliseev, S. Simova, H.-J. Schneider, M.J. Blandamer, P.M. Cullis and A.J. Meyer: J. Chem. Soc., Perkin Trans. 2 2119 (1996);
41. (b) J.L. Alderfer and A.V. Eliseev: J. Org. Chem. 62, 8225 (1997).
42. D. Neuhaus and M. Williamson: The Nuclear Overhauser Effect in Structural and Conformational Analysis, VCH Inc., New York (1989).
43. J.K.M. Sanders and B.K. Hunter: Modern NMR spectroscopy, 2nd edn, Oxford University Press (1993).
44. A. Bax and D.G. Davis: J. Mag. Res. 63, 207 (1985).
45. A.A. Bothner-By, R.L. Stephens and J.-M. Lee: J. Am. Chem. Soc. 106, 811 (1984).
46. M.V. Rekharsky, R.N. Goldbert, F.P. Schwarz, Y.B. Tewari, P.D. Ross, Y. Yamashoji, and Y. Inoue: J. Am. Chem. Soc. 117, 8830 (1995).