Temperature-dependent behavior of the dual fluorescence of 2-(3-fluorophenyl)-2,3-dihydro-1H-benzo[f]isoindole-1,3-dione

Helvetica Chimica Acta

Volumn 84, Issue 9, 2001, Pages 2813-2832

  Valat, Pierre ^a   Wintgens, Véronique ^a   Kossanyi, Jean ^a   Biczòk, Làszlò ^b   Demeter, Attila ^b   Bérces, Tibor ^b  

^a CNRS   (France)

^b CHEMICAL RESEARCH CENTER   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION ENERGY; ENTHALPY; FLUORESCENCE; SOLVENTS; VISCOSITY;

SOVALTOCHROMY;

ORGANIC COMPOUNDS;

2 (3 FLUOROPHENYL) 2,3 DIHYDRO 1H BENZO[F]ISOINDOLE 1,3 DIONE; BUTYRONITRILE; ETHER; INDOLE DERIVATIVE; TRIACETIN; UNCLASSIFIED DRUG;

ARTICLE; DIPOLE; ENERGY; FLUORESCENCE; LUMINESCENCE; QUANTUM MECHANICS; TEMPERATURE DEPENDENCE; VISCOSITY;

EID: 0034753105     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1522-2675(20010919)84:9<2813::AID-HLCA2813>3.0.CO;2-7     Document Type: Article

References (55)

1. I. Saito, M. Takayama, J. Am. Chem. Soc. 1995, 117, 5590.
2. I. Saito, M. Takayama, H. Sugiyama, K. Nakatani, A. Tsuchida, M. Yamamoto, J. Am. Chem. Soc. 1995, 117, 6406.
3. I. Saito, M. Takayama, H. Sugiyama, T. Nakamura, in 'DNA and RNA Cleavers and Chemotherapy of Cancer and Viral Diseases', Ed. B. Meunier, Kluwer Academic Publishers, 1996, p. 163.
4. P. F. Bousquet, M. F. Brana, D. Conlon, K. M. Fitzgerald, D. Perron, C. Cocchiaro, R. Miller, M. Moran, J. George, X. D. Qian, G. Keilhauser, C. A. Romerdahl, Cancer Res. 1995, 55, 1176.
5. M. F. Brana, J. M. Castellano, M. Moran, M. J. Perez de Vega, X. D. Qian, C. A. Romerdahl, G. Keilhauser, Eur. J. Med. Chem. 1995, 30, 235.
6. R. J. Hodgkiss, G. W. Jones, A. Long, R. W. Middletown, J. Parrick, M. R. L. Sreatford, P. Wardman, G. D. Wilson, J. Med. Chem. 1991, 34, 2268.
7. B. A. Hayes, S. Gupta, S.-C. Chang, R. E. Utecht, D. E. Lewis, J. Labelled Compd. Radiopharm. 1996, 38, 607.
8. S.-C. Chang, B. J. Archer, R. E. Utecht, D. E. Lewis, M. M. Judy, J. L. Matthews, Biomed. Chem. Lett. 1993, 3, 555.
9. T. C. Chang, D. E. Lewis, J. S. Allan, F. Sogarandes-Bernal, R. E. Utech, M. M. Judy, J. L. Matthews, AIDS Res. Hum. Retroviruses 1993, 9, 891.
10. V. Wintgens, P. Valat, J. Kossanyi, A. Demeter, L. Biczòk, T. Bérces, J. Photochem. Photobiol. A. 1996, 93, 109.
11. P. Valat, V. Wintgens, J. Kossanyi, L. Biczòk, A. Demeter, T. Bérces, J. Am. Chem. Soc. 1992, 114, 947.
12. M. C. C. de Lange, D. Thorn Leeson, K. A. B. van Kuijk, A. H. Huizer, C. A. G. O. Varma, Chem. Phys. 1993, 174, 425;
13. M. C. C. de Lange, D. Thorn Leeson, K. A. B. van Kuijk, A. H. Huizer, C. A. G. O. Varma, Chem. Phys. 1993, 177, 243.
14. T. Asahi, M. Ohkohchi, R. Matsusaka, N. Mataga, R. P. Zhang, A. Osuka, K. Maruyama, J. Am. Chem. Soc. 1993, 115, 425.
15. M. van der Auweraer, Z. R. Grabowski, W. Rettig, J. Phys. Chem. 1991, 95, 2083.
16. M. van der Auweraer, A. Gilbert, F. C. de Schryver, J. Phys. Chem. 1981, 85, 3198.
17. Z. R. Grabowski, K. Rotkiewicz, A. Siemiarczuk, D. Cowley, W. Baumann, Nouv. J. Chim. 1979, 3, 443.
18. J. B. Birks, in 'Photophysics of Aromatic Molecules', Ed. J. B. Birks, Wiley, London, 1970, Vol. 2, p. 453.
19. K. A. Zachariasse, Trends Photochem. Photobiol. 1994, 3, 211.
20. F. Meeus, M. van der Auweraer, F. C. de Schryver, J. Am. Chem. Soc. 1980, 102, 4071.
21. F. Meeus, M. van der Auweraer, J. C. Dederen, F. C. de Schryver, Rec. Trav. Chim. Pays-Bas 1979, 98, 220.
22. H. Knibbe, D. Rehm, A. Weller, Ber. Bunsen-Ges. Phys. Chem. 1969, 73, 839.
23. V. Wintgens, P. Valat, J. Kossanyi, L. Biczòk, A. Demeter, T. Bérces, J. Chem. Soc. Faraday Trans. 1994, 90, 411.
24. P. Valat, S. Tripathi, V. Wintgens, J. Kossanyi, New J. Chem. 1990, 14, 825.
25. G. Hui Bon Hoa, C. Di Primo, I. Dondaine, S. G. Sligar, I. C. Gunsalus, P. Douzou, Biochemistry 1989, 28, 651.
26. G. Hui Bon Hoa, P. Douzou, N. Dahan, C. Balny, Anal. Biochem. 1982, 120, 125.
27. E. Lippert, Z. Naturforsch. 1955, 10A, 541.
28. N. Mataga, Y. Kaifu, M. Koizumi, Bull. Chem. Soc. Jpn. 1955, 28, 690.
29. J. T. Edwards, J. Chem. Educ. 1970, 47, 261.
30. G. Hui Bon Hoa, J. Kossanyi, V. Wintgens, A. Demeter, L. Biczòk, T. Berces, in preparation.
31. J. Y. Liu, J. R. Bolton, J. Phys. Chem. 1992, 96, 1718.
32. 'Landolt-Bornstein', Springer Verlag Berlin, 1959, Bd. 2, Vols. 6 and 8.
33. Y. Il'ichev, W. Kühnle, K. Zachariasse, J. Phys. Chem. 1998, 102, 5670.
34. U. Leinhos, W. Kühnle, K. Zachariasse, J. Phys. Chem. 1991, 95, 2013.
35. G. Pontérini, J.-C. Mialocq, New J. Chem. 1989, 13, 157.
36. M. Van der Auweraer, A. Vannereau, F. de Schryver, J. Mol. Struct. 1982, 84, 343.
37. W. Rettig, J. Lumin. 1980, 26, 21.
38. D. O'Connor, W. R. Ware, J. Am. Chem. Soc. 1976, 98, 4722.
39. M. H. Hui, W. R. Ware, J. Am. Chem. Soc. 1976, 98, 4706.
40. A. E. W. Knight, B. K. Selinger, Austr. J. Chem. 1971, 10, 43.
41. J. D. Birks, D. J. Dyson, I. H. Munro, Proc. R. Soc., London 1963, Ser. 275, 575.
42. T. C. Barros, P. Berci Filho, V. G. Toscano, M. J. Politi, J. Photochem. Photobiol., A. 1995, 89, 141.
43. J. A. Riddick, A. Weissberger, W. B. Bunger, 'Techniques of Chemistry, Organic Solvents: Physical Properties and Methods of Purification', Vol. 2, 3rd edn., John Wiley and Sons, Inc., New York, 1970.
44. A. Demeter, T. Bérces, L. Biczòk, V. Wintgens, P. Valat, J. Kossanyi, J. Phys. Chem. 1996, 100, 2001.
45. V. Wintgens, P. Valat, J. Kossanyi, A. Demeter, L. Biczòk, T. Bérces, New J. Chem. 1996, 20, 1149.
46. B. Stevens, M. I. Ban, Trans. Faraday Soc. 1964, 60, 1515.
47. A. Nag, T. Kundu, K. Bhattacharyya, Chem. Phys. Lett. 1989, 160, 257.
48. G. A. Von Salis, H. Labhart, J. Phys. Chem. 1969, 73, 752.
49. D. Braun, W. Rettig, Chem. Phys. 1994, 180, 231.
50. F. Lòpez-Arbeloa, I. Urrecha-Aguirresacona, I. Lòpez-Arbeloa, Chem. Phys. 1989, 130, 371.
51. F. Lòpez-Arbeloa, T. Lòpez-Arbeloa, P. Hernandez-Bartolomé, M. J. Tapia-Estévez, I. Lòpez-Arbeloa, Proc. Indian Acad. Sci. 1992, 104, 165.
52. a) T. von der Haar, A. Hebecker, Y. Il'ichev, Y.-B. Jiang, W. Kühnle, K. A. Zachariasse, Recl. Trav. Chim. Pays-Bas 1995, 114, 430;
53. b) K. A. Zachariasse, T. von der Haar, U. Leinhos, W. Kühnle, J. Inf. Rec. Mats. 1994, 21, 501;
54. c) K. A. Zachariasse, T. von der Haar, A. Hebecker, U. Leinhos, W. Kühnle, Pure Appl. Chem. 1993, 65, 1745.
55. J. M. Lehn, J. Wagner, Tetrahedron 1970, 26, 4227.