Heterocyclic quinol-type fluorophores: Solid-state fluorescence change in crystals of benzo[b]naphtho[1,2-d]furan-6-one-type fluorophore upon inclusion of organic solvent molecules

European Journal of Organic Chemistry

Volumn , Issue 15, 2008, Pages 2564-2570

  Ooyama, Yousuke ^a   Yoshida, Katsuhira ^a  

^a KOCHI UNIVERSITY   (Japan)

Author keywords

Crystal structures; Dyes; Fluorescence; Inclusion compounds; Oxygen heterocycles

Indexed keywords

EID: 53849097329     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200800045     Document Type: Article

References (27)

1. a) B. Valeur, Molecular Fluorescence, VCH, Weinheim, 2002;
2. b) K. Köller, Appl. Fluoresc. Technol. 1989, 1, 1.
3. a) A. W. Gzarnik (Ed.), Fluorescent Chemosensors for Ion and Molecule Recoginition, ACS Symposium Series No. 538, American Chemical Society, Washington, DC, 1992;
4. b) A. W. Czarnik, Acc. Chem. Res. 1994, 27, 302;
5. c) A. P. de Silva, H. Q. N. Gunaratne, T. Gunnlaugsson, A. J. M. Huxley, C. P. McCoy, J. T. Rademacher, T. E. Rice, Chem. Rev. 1997, 97, 1515-1566;
6. d) G. Klein, J.-S. Reymond, Angew. Chem. Int. Ed. 2001, 40, 1711-1773;
7. e) G. Klein, D. Kaufmann, S. Schurch, J.-S. Reymond, Chem. Commun. 2001, 561-562.
8. a) E. Weber, K. Skobridis, I. Goldberg, J. Chem. Soc., Chem. Commun. 1989, 1195-1197;
9. b) T. H. Brehmer, P. P. Korkas, E. Weber, Sens. Actuators, B 1997, 44, 595-600;
10. c) E. Weber, T. Hens, Q. Li, T. C. W. Mark, Eur. J. Org. Chem. 1999, 1115-1125;
11. d) Z. Fei, N. Kocher, C. J. Mohrschladt, H. Ihmels, D. Stalke, Angew. Chem. Int. Ed. 2003, 42, 783-787;
12. e) J. L. Scott, T. Yamada, K. Tanaka, New J. Chem. 2004, 28, 447-450.
13. a) K. Yoshida, H. Miyazaki, Y. Miura, Y. Ooyama, S. Watanabe, Chem. Lett. 1999, 837-838;
14. b) K. Yoshida, Y. Ooyama, S. Tanikawa, S. Watanabe, Chem. Lett. 2000, 714-715;
15. c) K. Yoshida, Y. Ooyama, S. Tanikawa, S. Watanabe, J. Chem. Soc. Perkin Trans. 2 2002, 708-714;
16. d) Y. Ooyama, T. Mamura, K. Yoshida, Eur. J. Org. Chem. 2007, 30, 5010-5019.
17. a) Y. Ooyama, T. Nakamura, K. Yoshida, New J. Chem. 2005, 29, 447-456;
18. b) Y. Ooyama, K. Yoshida, New J. Chem. 2005, 29, 1204-1212.
19. K. Yoshida, K. Uwada, H. Kumaoka, L. Bu, S. Watanabe, Chem. Lett. 2001, 808-809.
20. Y. Ooyama, T. Okamoto, T. Yamaguchi, T. Suzuki, A. Hayashi, K. Yoshida, Chem. Eur. J. 2006, 12, 7827-7838.
21. a) E. Horiguchi, S. Matsumoto, K. Funabiki, M. Matsui, Bull. Chem. Soc. Jpn. 2005, 78, 1167-1173.
22. A. Ortiz, W. H. Flora, G. D. D'Ambruoso, N. R. Armstrong, D. V. McGrath, Chem. Commun. 2005, 444-446.
23. a) Y. Ooyama, Y. Harima, Chem. Lett. 2006, 902;
24. b) Y. Ooyama, Y. Kagawa, Y. Harima, Eur. J. Org. Chem. 2007, 3613.
25. teXsan: Crystal Structure Analysis Package, Molecular Structure Corporation 1985 and 1992.
26. A. Altomare, M. C. Burla, M. Camalli, M. Cascarano, C. Giacovazzo, A. Guagliardi, G. Polidori, J. Appl. Crystallogr. 1994, 27, 435.
27. P. T. Beurskens, G. Admiraal, G. Beurskens, W. P. Bosman, R. de Gelder, R. Israel, J. M. M. Smits, The DIRIF94 Program System, Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands, 1994.