Intramolecular charge transfer dual fluorescent sensors from 4-(dialkylamino)benzanilides with metal binding site within electron acceptor

Tetrahedron

Volumn 62, Issue 44, 2006, Pages 10441-10449

  Liu, Li Hong ^a   Zhang, Han ^a   Li, Ai Fang ^a   Xie, Jian Wei ^b   Jiang, Yun Bao ^a  

^a XIAMEN UNIVERSITY   (China)

^b BEIJING INSTITUTE OF PHARMACOLOGY AND TOXICOLOGY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ALIPHATIC AMINE; ALKALINE EARTH METAL; ALKYL GROUP; ANILINE DERIVATIVE; BENZENE DERIVATIVE; FUNCTIONAL GROUP; METAL ION; METHYL GROUP; SOLVENT;

ABSORPTION SPECTROSCOPY; ARTICLE; BINDING AFFINITY; BINDING KINETICS; BINDING SITE; CHEMICAL STRUCTURE; COMPLEX FORMATION; ELECTRICITY; ELECTRON; ELECTRONIC SENSOR; FLUORESCENCE SPECTROSCOPY; METAL BINDING; MOLECULAR INTERACTION; MOLECULAR MODEL; MOLECULE; PRIORITY JOURNAL; QUANTUM YIELD; SENSITIVITY ANALYSIS; SOLVENT EFFECT; STRUCTURE ANALYSIS; TRANSPORT KINETICS;

EID: 33748854787     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.08.024     Document Type: Article

References (51)

1. Grabowski Z.R., Rotkiewicz K., Siemiarczuk A., Cowley D.J., and Baumann W. Nouv. J. Chim. 3 (1979) 443
2. Rettig W. Angew. Chem., Int. Ed. Engl. 25 (1986) 971
3. Grabowski Z.R., Rotkiewicz K., and Rettig W. Chem. Rev. 103 (2003) 3899
4. Fery-Forgues S., Le Bris M.-T., Guetté J.-P., and Valeur B. J. Phys. Chem. 92 (1988) 6233
5. Bourson J., and Valeur B. J. Phys. Chem. 93 (1989) 3871
6. Létard J.-F., Lapouyade R., and Rettig W. Pure Appl. Chem. 65 (1993) 1705
7. Létard J.-F., Delmond S., Lapouyade R., Braun D., and Rettig W. Recl. Trav. Chim. Pays-Bas 114 (1995) 517
8. Collins G.E., Choi L.-S., and Callahan J.H. J. Am. Chem. Soc. 120 (1998) 1474
9. Choi L.-S., and Collins G.E. Chem. Commun. (1998) 893
10. Marcotte N., Plaza P., Lavabre D., Fery-Forgues S., and Martin M.M. J. Phys. Chem. A 107 (2003) 2394
11. Yang J.-S., Hwang C.-Y., Hsieh C.-C., and Chiou S.-Y. J. Org. Chem. 69 (2004) 719
12. Martin M.M., Plaza P., Dai Hung N., Meyer Y.H., Bourson J., and Valeur B. Chem. Phys. Lett. 202 (1993) 425
13. Dumon P., Jonusauskas G., Dupuy F., Pée P., Rullière C., Létard J.-F., and Lapouyade R. J. Phys. Chem. 98 (1994) 10391
14. Mathevet R., Jonusauskas G., Rullière C., Létard J.-F., and Lapouyade R. J. Phys. Chem. 99 (1995) 15709
15. Martin M.M., Plaza P., Meyer Y.H., Badaoui F., Bourson J., Lefèvre J.-P., and Valeur B. J. Phys. Chem. 100 (1996) 6879
16. Plaza P., Leray L., Changenet-Barret P., Martin M.M., and Valeur B. ChemPhysChem 3 (2002) 668
17. Malval J.-P., and Lapouyade R. Helv. Chim. Acta 84 (2001) 2439
18. Malval J.-P., Lapouyade R., Léger J.-M., and Jarry C. Photochem. Photobiol. Sci. 2 (2003) 259
19. Zhang X., Wang C.-J., Liu L.-H., and Jiang Y.-B. J. Phys. Chem. B 106 (2002) 12432
20. Braun D., Rettig W., Delmond S., Letard J.-F., and Lapouyade R. J. Phys. Chem. A 101 (1997) 6836
21. Heldt J., Gormin D., and Kasha M. J. Am. Chem. Soc. 110 (1988) 8255
22. Heldt J., Gormin D., and Kasha M. Chem. Phys. Lett. 150 (1988) 433
23. Heldt J., Heldt J.R., and Szatan E.J. J. Photochem. Photobiol. A: Chem. 121 (1999) 91
24. Lewis F.D., and Long T.M. J. Phys. Chem. A 102 (1998) 5327
25. Zhang X., Sun X.-Y., Wang C.-J., and Jiang Y.-B. J. Phys. Chem. A 106 (2002) 5577
26. Huang W., Zhang X., Ma L.-H., Wang C.-J., and Jiang Y.-B. Chem. Phys. Lett. 352 (2002) 401
27. Schuddeboom W., Jonker S.A., Warman J.M., Leinhos U., Kühnle W., and Zachariasse K.A. J. Phys. Chem. 96 (1992) 10809
28. Il'ichev Y., Kühnle W., and Zachariasse K.A. J. Phys. Chem. A 102 (1998) 5670
29. Crochet P., Malval J.-P., and Lapouyade R. Chem. Commun. (2000) 289
30. Rurack K., Rettig W., and Resch-Genger U. Chem. Commun. (2000) 407
31. Rurack K., Koval'chuck A., Bricks J.L., and Slominskii J.L. J. Am. Chem. Soc. 123 (2001) 6205
32. 4, the data becoming 2.996 (s, 6H), 3.635 (s, 8H), 3.777-3.810 (m, 4H), 4.076 (s, 4H), 6.751 (d, J=9 Hz, 2H), 6.976 (d, J=8.5 Hz, 1H), 7.306 (d, J=8.5 Hz, 1H), 7.541 (s, 1H), 7.847 (d, J=8.5 Hz, 2H), and 9.760 (s, 1H).
33. Hansch C., Leo A., and Taft R.W. Chem. Rev. 91 (1991) 165
34. de Silva A.P., Gunaratne H.Q.N., and Maguire G.E.M. J. Chem. Soc., Chem. Commun. (1994) 1213
35. de Silva A.P., Gunaratne H.Q.N., and McCoy C.P. J. Am. Chem. Soc. 119 (1997) 7891
36. de Silva A.P., Gunaratne H.Q.N., Gunnlaugsson T., Huxley A.J.M., McCoy C.P., Rademacher J.T., and Rice T.E. Chem. Rev. 97 (1997) 1515
37. de Silva A.P., and McClenaghan N.D. J. Am. Chem. Soc. 122 (2000) 3965
38. Ramachandram B., Saroja G., Sankaran N.B., and Samanta A. J. Phys. Chem. B 104 (2000) 11824
39. Bag B., and Bharadwaj P.K. J. Phys. Chem. B 109 (2005) 4377
40. Hall C.D., Sharpe N.W., Danks L.P., and Sang Y.P. J. Chem. Soc., Chem. Commun. (1989) 419
41. Bourson J., Pouget J., and Valeur B. J. Phys. Chem. 97 (1993) 4552
42. Huang H., Mu L.-J., He J.-Q., and Cheng J.-P. J. Org. Chem. 68 (2003) 7605
43. Rurack K., Bricks J.L., Reck G., Radeglia R., and Resch-Genger U. J. Phys. Chem. A 104 (2000) 3087
44. Connors K.A. Binding Constants. The Measurement of Molecular Complex Stability (1987), Wiley, New York, NY
45. Valeur B., Pouget J., Bouson J., Kaschke M., and Ernsting N.P. J. Phys. Chem. 96 (1992) 6545
46. Izatt R.M., Pawlak K., Bradshaw J.S., and Bruening R.L. Chem. Rev. 91 (1991) 1721
47. Yam V.W.-W., Lu X.-X., and Ko C.-C. Angew. Chem., Int. Ed. 42 (2003) 3385
48. Lu X.-X., Li C.-K., Cheng E.C.-C., and Yam V.W.-W. Inorg. Chem. 43 (2004) 2225
49. Demas J.N., and Crobys G.A. J. Phys. Chem. 75 (1971) 991
50. Jiang Y.-B. J. Photochem. Photobiol. A: Chem. 78 (1994) 205
51. Markovitsi D., Jallabert C., Strzelecka H., and Veber M. J. Chem. Soc., Faraday Trans. 86 (1990) 2819