4H-Imidazoles as functional dyes: synthesis of bichromophores and extension of the merocyanine system

Tetrahedron

Volumn 64, Issue 33, 2008, Pages 7815-7821

  Matschke, Martin ^a   Blumhoff, Jörg ^a   Beckert, Rainer ^a  

^a FRIEDRICH SCHILLER UNIVERSITY JENA   (Germany)

Author keywords

4H Imidazoles; Bichromophores; Functional dyes; Merocyanines

Indexed keywords

2 AMINOPYRIDINE DERIVATIVE; 4H IMIDAZO[1,2 A]PYRIDINE; DYE; IMIDAZO[1,2 A]PYRIDINE DERIVATIVE; IMIDAZOLE DERIVATIVE; MEROCYANINE; OXIDIZING AGENT;

ARTICLE; CHELATION; CHEMICAL STRUCTURE; CHROMATOPHORE; CYCLIZATION; OXIDATION REDUCTION REACTION; PRIORITY JOURNAL; SYNTHESIS; ULTRAVIOLET SPECTROSCOPY;

EID: 46149121707     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.05.117     Document Type: Article

References (32)

1. Burgess, K.; Gibbs, R. U.S. Patent 6,340,750, 2002;
2. Tsien, R. Y.; Gonzales, J. E. U.S. Patent 7,087,416, 2006.
3. Langhals, H. U.S. Patent 5,693,808, 1997;
4. U.S. Patent 5,508,137, 1996.
5. Auberson, Y. Patent No. WO 2003/074519, 2003.
6. Phillips, E. D. Patent No. WO 1999/048961, 1999;
7. U.S. Patent 6,734,235, 2004.
8. Atzrodt J., Brandenburg J., Käpplinger C., Beckert R., Günther W., Görls H., and Fabian J. J. Prakt. Chem. 339 (1997) 729
9. Matschke M., and Beckert R. Molecules 12 (2007) 723
10. Matschke M., Käpplinger C., and Beckert R. Tetrahedron 60 (2006) 8586
11. Blumhoff J., Beckert R., Walther D., Rau S., Rudolph M., Görls H., and Plass W. Eur. J. Inorg. Chem. 3 (2007) 481
12. Matschke, M.; Knop, K.; Beckert, R. Struct. Chem., 2008. doi:10.1007/s 11224-008-9294-y
13. Beckert R., Hippius C., Gebauer T., Stöckner F., Lüdigk C., Weiß D., Raabe D., Günther W., and Görls H. Z. Naturforsch. 61b (2006) 437
14. Müller D., Beckert R., Weston J., Günther W., Görls H., and Friedrich M. Eur. J. Org. Chem. (2001) 4551
15. Bauer K. Chem. Ber. 83 (1950) 10
16. Adler A.D., Longo F., and Shergalis W. J. Am. Chem. Soc. 86 (1964) 3145
17. Adler A.D., Longo F., Finarelli J., Goldmacher J., Assour J., and Korsakoff L. J. Org. Chem. 32 (1967) 476
18. Sen R., and Sinha N. J. Am. Chem. Soc. 45 (1923) 2984
19. Jiao G., Thoresen L., and Burgess K. J. Am. Chem. Soc. 125 (2003) 14668
20. Staab H., and Sauer M. Liebigs Ann. Chem. 4 (1984) 742
21. Murdock K.C., Child R.G., Fabio P.F., Angier R.B., Wallace R.E., Durr F.E., and Citarella R.V. J. Med. Chem. 22 (1979) 1024
22. Sasaki H., Ueno A., and Osa T. Bull. Chem. Soc. Jpn. 61 (1988) 2321
23. Witkop B., and Fiedler H. Liebigs Ann. Chem. 558 (1947) 91
24. Ito S., Zakeeruddin S.M., Humphry-Baker R., Liska P., Charvet R., Comte P., Nazeeruddin M.K., Pechy P., Takata M., Miura H., Uchida S., and Grätzel M. Adv. Mater. 9 (2006) 1202
25. Gebauer T., Beckert R., Weiß D., Knop K., Käpplinger C., and Görls H. Chem. Commun. (2004) 1860
26. Atzrodt J., Beckert R., Günther W., and Görls H. Eur. J. Org. Chem. 8 (2000) 1661
27. Langer P., Wuckelt J., Döring M., and Görls H. Eur. J. Org. Chem. (2001) 1503
28. Ollis W.D., Ramsden C.A., and Sanforth S.P. Tetrahedron 41 (1985) 2239
29. Katritzky A.R., Burton R.D., Shipkova P.A., Qi M., Watson C.H., and Eyler J. J. Chem. Soc., Perkin Trans. 2 (1998) 835
30. Brandenburg J., Käpplinger C., and Beckert R. Synthesis (1996) 1302
31. Malhotra S.S., and Whiting M.C. J. Chem. Soc. (1960) 3812
32. Müller D., Beckert R., and Görls H. Synthesis 4 (2001) 601