Substituent and solvent effects on excited state intramolecular proton transfer in novel 2-(2′-hydroxyphenyl)benzothiazole derivatives

Journal of Photochemistry and Photobiology A: Chemistry

Volumn 205, Issue 1, 2009, Pages 61-69

  Wang, Renjie ^a   Liu, Di ^a   Xu, Kai ^a   Li, Jiuyan ^a  

^a DALIAN UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

2 (2 Hydroxyphenyl)benzothiazole; Dual fluorescence; Excited state intramolecular proton transfer (ESIPT); Hydrogen bond; Substituent effect

Indexed keywords

EID: 67349227373     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jphotochem.2009.03.025     Document Type: Article

References (27)

1. Chou P.T., Martinez M.L., and Clements J.H. J. Phys. Chem. 94 (1993) 2618
2. Gai F., Rich R.L., and Petrich J.W. J. Am. Chem. Soc. 116 (1994) 735
3. Das K., Sarkar N., Ghosh A.K., Majumdar D., Nath D.N., and Bhattacharyya K. J. Phys. Chem. 98 (1994) 9126
4. Roberts E.L., Dey J., and Warner I.M. J. Phys. Chem. A 101 (1997) 5296
5. Agmon N. J. Phys. Chem. A 109 (2005) 13
6. Park S., Kwon O.-H., Lee Y.-S., Jang D.-J., and Park S.Y. J. Phys. Chem. A 111 (2007) 9649
7. Park S., Seo J., Kim S.H., and Park S.Y. Adv. Funct. Mater. 18 (2008) 726
8. Qian Y., Li S., Zhang G., Wang Q., Wang S., Xu H., Li C., Li Y., and Yang G. J. Phys. Chem. A 111 (2007) 5861
9. LeGourriérec D., Kharlanov V.A., Brown R.G., and Rettig W. J. Photochem. Photobiol. A: Chem. 130 (2000) 101
10. Rodembusch F.S., Campo L.F., Stefani V., and Rigacci A. J. Mater. Chem. 15 (2005) 1537
11. Campo L.F., Rodembusch F.S., and Stefani V. J. Appl. Polym. Sci. 99 (2006) 2109
12. Rodembusch F.S., Leusin F.P., Campo L.F., and Stefani V. J. Lumin. 126 (2007) 728
13. Wu Y., Peng X., Fan J., Gao S., Tian M., Zhao J., and Sun S. J. Org. Chem. 72 (2007) 62
14. Foresman J.B., Keith T.A., Wiberg K.B., Snoonian J., and Frisch M.J. J. Phys. Chem. 100 (1996) 16098
15. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, Gaussian 03 (Revision C.02), Gaussian, Inc., Wallingford CT, 2004.
16. Shi D.-F., Bradshaw T.D., Wrigley S., McCall C.J., Lelieveld P., Fichtner I., and Stevens M.F.G. J. Med. Chem. 39 (1996) 3375
17. Hassan G.S., Hegazy G.H., and Safwat H.M. Arch. Pharm. Chem. Life Sci. 339 (2006) 448
18. Jotterand N., Pearce D.A., and Imperiali B. J. Org. Chem. 66 (2001) 3224
19. Lyon M.A., Lawrence S., Williams D.J., and Jackson Y.A. J. Chem. Soc. Perkin Trans. 1 (1999) 437
20. Huang S.-T., Hsei I.-J., and Chen C. Bioorg. Med. Chem. 14 (2006) 6106
21. Anthony K., and Brown R.G. J. Chem. Soc. Perkin Trans. 2 (1984) 2111
22. Ozturk T., Ertas E., and Mert O. Chem. Rev. 107 (2007) 5210
23. Nicolaou K.C., Edmonds D.J., Li A., and Tria G.S. Angew. Chem. Int. Ed. 46 (2007) 3942
24. Knaggs S., Malkin H., Osborn H.M.I., Williams N.A.O., and Yaqoob P. Org. Biomol. Chem. 3 (2005) 4002
25. Demasa J.N., and Crosby G.A. J. Phys. Chem. 76 (1971) 991
26. Li J., Ziegler A., and Wegner G. Chem. Eur. J. 11 (2005) 4450
27. Reichardt C. Solvents and Solvent Effects in Organic Chemistry. Third Edition (2003), Wiley-VCH, Weinheim