Inclusion complex of 2-naphthylamine-6-sulfonate with β-cyclodextrin: Intramolecular charge transfer versus hydrogen bonding effects

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

Volumn 66, Issue 4-5, 2007, Pages 1228-1236

  Abdel Shafi, Ayman Ayoub ^a  

^a Ain Shams University   (Egypt)

Author keywords

Cyclodextrin; 1H NMR; Benesi Hildbrand; Fluorescence; Naphthylamine; Solvent effect

Indexed keywords

BENESI HILDBRAND; CYCLODEXTRIN; NAPHTHYLAMINES; PHOTOPHYSICAL CHARACTERISTICS; SOLVENT EFFECTS;

FLUORESCENCE; GROUND STATE; HYDROGEN BONDS; NAPHTHALENE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POLYSACCHARIDES; REGRESSION ANALYSIS;

AMINES;

2 AMINONAPHTHALENE 1 SULFONIC ACID; 2-NAPHTHYLAMINE-1-SULFONIC ACID; BETA CYCLODEXTRIN; BETA CYCLODEXTRIN DERIVATIVE; DEUTERIUM OXIDE; NAPHTHALENESULFONIC ACID DERIVATIVE; SOLVENT; SULFONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMISTRY; ELECTRICITY; HYDROGEN BOND; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PH; SOLUTION AND SOLUBILITY; SPECTROFLUOROMETRY;

BETA-CYCLODEXTRINS; DEUTERIUM OXIDE; ELECTROSTATICS; HYDROGEN BONDING; HYDROGEN-ION CONCENTRATION; MAGNETIC RESONANCE SPECTROSCOPY; NAPHTHALENESULFONATES; SOLUTIONS; SOLVENTS; SPECTROMETRY, FLUORESCENCE; SULFONIC ACIDS;

EID: 33847266204     PISSN: 13861425     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.saa.2006.06.011     Document Type: Article

References (85)

1. Bortolus P., and Monti S. Adv. Photochem. 21 (1996) 1
2. Connors K.A. Chem. Rev. 97 (1997) 1325
3. Szejtli J. Chem. Rev. 98 (1998) 1743
4. Liu L., and Guo Q. J. Incl. Phenom. Macroc. Chem. 47 (2003) 161
5. Abdel-Shafi A.A. Spectrochim. Acta A 57 (2001) 1819
6. Abdel-Shafi A.A. Spectrochim. Acta A 66 (2007) 732
7. Jara F., Mascayano C., Rezende M.C., Tirapegui C., and Urzua A. J. Incl. Phenom. Macroc. Chem. 54 (2006) 95
8. Serna L., Marino A.D., and Mendicuti F. Spectrochim. Acta A 61 (2005) 1945
9. Zhang G., Shuang S., Dong C., and Pan J. Spectrochim. Acta A 59 (2003) 2935
10. Shamsipur M., Yari A., and Sharghi H. Spectrochim. Acta A 62 (2005) 372
11. Dupuy N., Barbry D., Bria M., Marquis S., Vrielynck L., and Kister J. Spectrochim. Acta A 61 (2005) 1051
12. Abou-Zied O.K. Spectrochim. Acta A 62 (2005) 245
13. Yi Z., Hu J., and Chen H. J. Incl. Phenom. Macroc. Chem. 45 (2003) 1
14. Mallick A., Haidar B., and Chattopadhyay N. J. Photochem. Photobiol. B: Biol. 78 (2005) 215
15. Enoch I.V.M.V., and Swaminathan M. J. Fluoresc. 14 (2004) 751
16. Hamai S., and Ohshida T. J. Incl. Phenom. Macroc. Chem. 50 (2004) 209
17. Hamai S. Recent Res. Dev. Photochem. Photobiol. 3 (1999) 1
18. Chowdhury P., Panja S., and Chakravorti S. Spectrochim. Acta A 60 (2004) 2295
19. Aicart E., and Junquera E. J. Incl. Phenom. Macroc. Chem. 47 (2003) 161
20. Panja S., and Chakravorti S. Spectrochim. Acta A 58 (2002) 113
21. Evans C.H., Partyka M., and van Stam J. J. Incl. Phenom. Macroc. Chem. 38 (2000) 381
22. Douhal A., Fiebig T., Chachisvilis M., and Zewail A.H. J. Phys. Chem. A. 102 (1998) 1657
23. El-Kemary M.A., El-Gezawy H.S., El-Baradie H.Y., and Issa R.M. Spectrochim. Acta A 58 (2002) 493
24. Turro N.J., and Okubo T. J. Am. Chem. Soc. 104 (1982) 1789
25. Hamai S. J. Phys. Chem. B 101 (1997) 1707
26. Mukhopadhyay M., Banerjee D., Koll A., Mandal A., Filarowski A., Fitzmaurice D., Das R., and Mukherjee S. J. Photochem. Photobiol. A: Chem. 175 (2005) 94
27. Chowdhury P., Adhikary T.P., and Chakravorti S. J. Photochem. Photobiol. A: Chem. 173 (2005) 279
28. Sainz-Rozas P.R., Isasi J.R., and Gonzalez-Gaitano G. J. Photochem. Photobiol. A: Chem. 173 (2005) 319
29. Ibanez G.A., Labadie G., Escandar G.M., and Olivieri A.C. J. Mol. Struct. 645 (2003) 61
30. Bangal P.R., and Chakravorti S. J. Phys. Chem. A 103 (1999) 8585
31. Wang S.L., Yeh T.W., and Ho T.I. Chem. Phys. Lett. 418 (2006) 397
32. Hansen J.E., Pines E., and Fleming G.R. J. Phys. Chem. 96 (1992) 6904
33. Park H., Mayer B., Wolschann P., and Kohler G. J. Phys. Chem. 98 (1994) 6158
34. van Stam J., De Feyter S., De Schryver F.C., and Evans C.H. J. Phys. Chem. 100 (1996) 19959
35. Kano K., Nishiyabu R., Asada T., and Kuroda Y. J. Am. Chem. Soc. 124 (2002) 9937
36. Baer A.J., and Macartney D.H. Inorg. Chem. 39 (2000) 1410
37. Mucci A., Schenetti L., Vandelli M.A., Ruozi B., and Forni F. J. Chem. Res. (S) (1999) 414
38. Cox G.S., Hauptman P.J., and Turro N.J. Photochem. Photobiol. 39 (1984) 597
39. Nag A., Dutta R., Chattopadhuay N., and Bhattacharyya K. Chem. Phys. Lett. 157 (1989) 83
40. Nag A., Chakrabarty T., and Bhattacharyya K. J. Phys. Chem. 94 (1990) 4203
41. Al-Hassan K.A., Klein U.K.A., and Suwaiyan A. Chem. Phys. Lett. 212 (1993) 581
42. Kim Y.H., Cho D.W., Yoon M., and Kim D. J. Phys. Chem. 100 (1996) 15670
43. Hamai S. Bull. Chem. Soc. Jap. 77 (2004) 1459
44. Wintgens V., and Amiel C. J. Photochem. Photobiol. A: Chem. 168 (2004) 217
45. T. Stalin, N. Rajendiran, J. Mol. Struct., in press
46. T. Stalin, N. Rajendiran, J. Photochem. Photobiol. A: Chem., in press.
47. Stalin T., and Rajendiran N. Chem. Phys. 322 (2006) 311
48. Stalin T., and Rajendiran N. Spectrochim. Acta A 61 (2005) 3087
49. Stalin T., Devi A.A., and Rajendiran N. Spectrochim. Acta A 61 (2005) 2495
50. Lin L., Yang W., Zheng G., and Jiang Y. Spectrochim. Acta A 60 (2004) 2209
51. Das S.K. Chem. Phys. Lett. 361 (2002) 21
52. Kim Y., Yoon M., and Kim D. J. Photochem. Photobiol. A: Chem. 138 (2001) 167
53. Campos I.B., and Brochsztain S. J. Incl. Phenom. Macroc. Chem. 44 (2002) 207
54. Soujanya T., Krishna T.S.R., and Samanta A. J. Phys. Chem. 96 (1992) 8544
55. Soujanya T., Krishna T.S.R., and Samanta A. J. Photochem. Photobiol. A: Chem. 66 (1992) 185
56. Brochsztain S., Rodrigues M.A., and Politi M.J. J. Photochem. Photobiol. A: Chem. 107 (1997) 195
57. El-Baraka M., Garcia R., and Quinones E. J. Photochem. Photobiol. A: Chem. 79 (1994) 181
58. Enoch I.V.M.V., and Swaminathan M. J. Inclus. Phenom. Macroc. Chem. 53 (2005) 149
59. Hamai S. J. Photochem. Photobiol. A: Chem. 124 (1999) 153
60. Schneider H., Hacket F., and Rudiger V. Chem. Rev. 98 (1998) 1755
61. Jobe D.J., Verrall R.E., Palepu R., and Reinsborough V.C. J. Phys. Chem. 92 (1988) 3582
62. Wagner B.D., and MacDonald P.J. J. Photochem. Photobiol. A: Chem. 114 (1998) 151
63. Matsushita Y., and Hikida T. Chem. Phys. Lett. 313 (1999) 85
64. Matsushita Y., Suzuki T., Ichimura T., and Hikida T. Chem. Phys. 286 (2003) 399
65. Józefowicz M., Kozyra K.A., Heldt J.R., and Heldt J. Chem. Phys. 320 (2005) 45
66. Nagakura S. In: Lim E.C. (Ed). Excited States vol. 2 (1975), Academic Press, New York 322
67. Bhattacharyya K., and Chowdhury M. Chem. Rev. 93 (1993) 507
68. Rotkiewicz K., Grellmann K.H., and Grabowski Z.R. Chem. Phys. Lett. 19 (1973) 315
69. Parker C.A., and Toyce T.A. Trans. Faraday Soc. 62 (1966) 2785
70. Demas J.N., and Grosby G.A. J. Phys. Chem. 75 (1971) 991
71. Seliskar C.J., and Brand L. J. Am. Chem. Soc. 93 (1971) 5405
72. Reichardt C. Chem. Rev. 94 (1994) 2319
73. Jones G., Feng Z., and Bergmark W.R. J. Phys. Chem. 98 (1994) 4511
74. Kamlet M.J., and Taft R.W. Acta Chim. Scand. B 39 (1985) 611
75. Marcus Y. The Properties of Solvents, Wiley Series in Solution Chemistry (1998), John Wiley & Sons Ltd.
76. Jozefowicz M., Heldt J.R., and Heldt J. Chem. Phys. 323 (2006) 617
77. Guzow K., Milewska M., and Wiczk W. Spectrochim. Acta A. 61 (2005) 1133
78. Jones II G., Feng Z., and Bergmark W.R. J. Phys. Chem. 98 (1994) 4511
79. Ren B., Gao F., Tong Z., and Yan Y. Chem. Phys. Lett. 307 (1999) 55
80. Mukherjee S., Sahu K., Roy D., Modal S.K., and Bhattacharyya K. Chem. Phys. Lett. 384 (2004) 128
81. Jamison J.L., Davenport L., and Williams B.W. Chem. Phys. Lett. 422 (2006) 30
82. Dahiya P., Kumbhakar M., Maity D.K., Mukherjee T., Tripathi A.B.R., Chattopadhyay N., and Pal H. J. Photochem. Photobiol. A: Chem. 181 (2006) 338
83. A. Rosspeintner, G. Angulo, M. Weiglhofer, S. Landgraf, G. Grampp, J. Photochem. Photobiol. A: Chem., in press.
84. Benesi H.A., and Hildbrand J.H. J. Am. Chem. Soc. 71 (1949) 2703
85. Hamai S., Ikeda H., and Ueno A. J. Incl. Phenom. Mol. Recog. Chem. 31 (1998) 265