Complexation dynamics of xanthone and thioxanthone to β-cyclodextrin derivatives

Journal of Physical Chemistry B

Volumn 105, Issue 11, 2001, Pages 2122-2128

  Okano, L T ^a   Barros, T C ^a,b   Chou, D T H ^b   Bennet, A J ^c   Bohne, C ^d  

^a UNIVERSITY OF VICTORIA   (Canada)

^b SIMON FRASER UNIVERSITY   (Canada)

^c UNIVERSITY OF SÃO PAULO   (Brazil)

^d PAULISTA UNIVERSITY   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLODEXTRIN; EQUILIBRIUM CONSTANT; THIOXANTHONE; XANTHONE;

ALCOHOLS; ASSOCIATION REACTIONS; COMPLEXATION; DISSOCIATION; ESTERS; FLUORESCENCE; GROUND STATE; HYDROGEN; HYDROPHOBICITY; RATE CONSTANTS; SUBSTITUTION REACTIONS;

ORGANIC COMPOUNDS;

EID: 0035932648     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp002622c     Document Type: Article

References (52)

1. Saenger, W. Angew. Chem., Int. Ed. Engl. 1980, 19, 344.
2. Szejtli, J. Chemistry, Physical and Biological Properties of Cyclodextrins in Cyclodextrins; Szejtli, J., Osa, T., Eds.; Elsevier Science Ltd.: New York, 1996; Vol. 3, p 5.
3. Szejtli, J. Chem. Rev. 1998, 98, 1743.
4. Jicsinszky, L.; Fenyvesi, E.; Hashimoto, H.; Ueno, A. Cyclodextrin Derivatives in Cyclodextrins; Szejtli, J., Osa, T., Eds.; Elsevier Science Ltd.: New York, 1996; Vol. 3, p 57.
5. Connors, K. A. J. Pharm. Sci. 1995, 84, 843.
6. Connors, K. A. Measurement of Cyclodextrin Complex Stability Constants in Cyclodextrins; Szejtli, J., Osa, T., Eds.; Elsevier Science Ltd.: New York, 1996; Vol. 3, p 205.
7. Rekharsky, M. V.; Inoue, Y. Chem. Rev. 1998, 98, 1875.
8. Tabushi, I. Acc. Chem. Res. 1982, 15, 66.
9. Breslow, R.; Dong, S. D. Chem. Rev. 1998, 98, 1997.
10. Li, S.; Purdy, W. C. Chem. Rev. 1992, 92, 1457.
11. Uekama, K.; Hirayama, R; Irie, T. Chem. Rev. 1998, 98, 2045.
12. Hedges, A. R. Chem. Rev. 1998, 98, 2035.
13. Rohrbach, R. P.; Rodriguez, L. J.; Eyring, E. M.; Wojcik, J. F. J. Phys. Chem. 1977, 81, 944.
14. Turro, N. J.; Okubo, T.; Chung, C.-J. J. Am. Chem. Soc. 1982, 104, 1789.
15. Turro, N. J.; Bolt, J. D.; Kuroda, Y.; Tabushi, I. Photochem. Photobiol. 1982, 35, 69.
16. Hashimoto, S.; Thomas, J. K. J. Am. Chem. Soc. 1985, 107, 4655.
17. Barra, M.; Bohne, C.; Scaiano, J. C. J. Am. Chem. Soc. 1990, 112, 8075.
18. Liao, Y.; Frank, J.; Holzwarth, J. F.; Bohne, C. J. Chem. Soc., Chem. Commun. 1995, 199.
19. Liao, Y.; Bohne, C. J. Phys. Chem. 1996, 100, 734.
20. Nishikawa, S.; Yamaguchi, S. Bull. Chem. Soc. Jpn. 1996, 69, 2465.
21. Nishikawa, S. Bull. Chem. Soc. Jpn. 1997, 70, 1003.
22. Barra, M. Supramol. Chem. 1997, 8, 263.
23. Barros, T. C.; Stefaniak, K.; Holzwarth, J. F.; Bohne, C. J. Phys. Chem. A 1998, 102, 5639.
24. Kleinman, M. H.; Bohne, C. In Molecular and Supramolecular Photochemistry; Ramamurthy, V., Schanze, K. S., Eds.; Marcel Dekker Inc.: New York, 1997; Vol. 1, p 391.
25. Christoff, M.; Okano, L. T.; Bohne, C. J. Photochem. Photobiol. A: Chem. 2000, 134, 169.
26. Murphy, R. S.; Bohne, C. Photochem. Photobiol. 2000, 71, 35.
27. Murphy, R. S.; Barros, T. C.; Barnes, J.; Mayer, B.; Marconi, G.; Bohne, C. J. Phys. Chem. A 1999, 103, 137.
28. Murphy, R. S.; Barros, T. C.; Mayer, B.; Marconi, G.; Bohne, C. Langmuir 2000, 16, 8780.
29. Abuin, E. B.; Scaiano, J. C. J. Am. Chem. Soc. 1984, 106, 6274.
30. Barra, M.; Bohne, C.; Scaiano, J. C. Photochem. Photobiol. 1991, 1.
31. Barra, M.; Scaiano, J. C. Photochem. Photobiol. 1995, 62, 60.
32. Mohtat, N.; Cozens, F. L.; Scaiano, J. C. J. Phys. Chem. A 1998, 102, 7557.
33. Scaiano, J. C.; de Lucas, N. C.; Andraos, J.; García, H. Chem. Phys. Lett. 1995, 233, 5.
34. Evans, C. H.; Prud'homme, N.; King, M.; Scaiano, J. C. J. Photochem. Photobiol. A: Chem. 1999, 121, 105.
35. Scaiano, J. C. J. Am. Chem. Soc. 1980, 102, 7747.
36. Abdullah, K. A.; Kemp, T. J. J. Photochem. Photobiol. A: Chem. 1986, 32, 49.
37. Burget, D.; Jacques, P. J. Lumin. 1992, 54, 177.
38. Cavaleri, J. J.; Prater, K.; Bowman, R. M. Chem. Phys. Lett. 1996, 259, 495.
39. Dalton, J. C.; Montgomery, F. C. J. Am. Chem. Soc. 1974, 96, 6230.
40. Ley, C.; Morlet-Savary, F.; Jacques, P.; Fouassier, J. P. Chem. Phys. 2000, 255, 335.
41. Morlet-Savary, F.; Ley, C.; Jacques, P.; Wieder, F.; Fouassier, J. P. J. Photochem. Photobiol. A: Chem. 1999, 126, 7.
42. Neumann, M. G.; Gehlen, M. H.; Encinas, M. V.; Allen, N. S.; Corrales, T.; Peinado, C.; Catalina, F. J. Chem. Soc., Faraday 1997, 93, 1517.
43. Chou, D. T. H.; Zhu, J.; Huang, X.; Bennet, A. J. J. Chem. Soc., Perkin Trans. 2 2001, 83.
44. Pregel, M. J.; Buncel, E. Can. J. Chem. 1991, 69, 130.
45. Boch, R.; Whittlesey, M. K.; Scaiano, J. C. J. Phys. Chem. 1994, 98, 7854.
46. Okano, L. T.; Ovans, R.; Zunic, V.; Moorthy, J. N.; Bohne, C. Can. J. Chem. 1999, 77, 1356.
47. Janata, E.; Schuler, R. H. J. Phys. Chem. 1982, 86, 2078.
48. Connors, K. A. Binding Constants - The Measurement of Molecular Complex Stability; John Wiley & Sons: New York, 1987.
49. Benesi, H. A.; Hildebrand, J. H. J. Am. Chem. Soc. 1949, 71, 2703.
50. Liao, Y.; Frank, J.; Holzwarth, J. F.; Bohne, C. J. Chem. Soc., Chem. Commun. 1995, 2435.
51. Birks, J. B. Photophysics of Aromatic Molecules; Wiley-Interscience: London, 1970.
52. Cheung, S. T.; Ware, W. R. J. Phys. Chem. 1983, 87, 466.