Highly Luminescent Probes from Terpyridine, Phenanthroline, and Pyrromethene·BF2 Auxiliaries

Synlett

Volumn , Issue 3, 2004, Pages 439-444

  Ulrich, Gilles ^a   Ziessel, Raymond ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

Author keywords

Alkyne; Bipyridine; Fluorescent dyes; Indacene; Palladium coupling; Terpyridine

Indexed keywords

ALKENE DERIVATIVE; ALKYNE DERIVATIVE; PHENANTHROLINE; PHENANTHROLINE DERIVATIVE; PYRIDINE; PYRIDINE DERIVATIVE; PYRROMETHENE; TERPYRIDINE; TRIMETHYLSILYL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMOLUMINESCENCE; CROSS COUPLING REACTION; INTERMETHOD COMPARISON; PHASE TRANSITION; SYNTHESIS;

EID: 1442311158     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-817741     Document Type: Article

References (28)

1. de Silva, A. P.; Gunaratne, H. Q. N.; Gunnlaugsson, T.; Huxley, A. J. M. ; McCoy, C. P.; Rademacher, J. T.; Rice, T. E. Chem. Rev. 1997, 97, 1515.
2. Valeur, B.; Leray, I. Coord. Chem. Rev. 2000, 205, 3.
3. (a) Treibs, A.; Kreuzer, F. H. Liebigs Ann. Chem. 1968, 718, 208.
4. (b) Sathyamoorthi, G.; Wolford, L. T.; Haag, A. M.; Boyer, J. H. Heteroat. Chem. 1994, 5, 245.
5. (c) Chen, T.; Boyer, J. H.; Trudell, M. L. Heteroat. Chem. 1997, 8, 51.
6. (d) Thoresen, L. H.; Kim, H.; Welch, M. B.; Burghart, A.; Burgess, K. Synlett 1998, 1276.
7. (e) Burghart, A.; Kim, H.; Wech, M. B.; Thorensen, L. H.; Reibenspies, J.; Burgess, K. J. Org. Chem. 1999, 64, 7813.
8. (a) Shah, M.; Thangaraj, K.; Soong, M.-L.; Wolford, L. T.; Boyer, J. H.; Politzer, I. R,; Pavlopoulos, T. G. Heteroat. Chem. 1990, 1, 389.
9. (b) Morgan, L.; Boyer, J. H. U.S. Patent. 5,446,157, 1995.
10. Haughland, R. P. Molecular Probes, In Handbook of Fluorescent Probes and Research Products, 9th ed.; Molecular Probes: Oregon, 2000, 36-46.
11. Baki, C. N.; Akkaya, E. U. J. Org. Chem. 2001, 66, 1512.
12. Cha, N. R.; Moon, S. Y.; Chang, S.-K. Tetrahedron Lett. 2003, 44, 8265.
13. Kalai, T.; Hideg, E.; Jeko, J.; Hideg, K. Tetrahedron Lett. 2003, 44, 8497.
14. (a) Turfan, B.; Akkaya, E. U. Org. Lett. 2002, 4, 2857.
15. (b) Coskun, A.; Baytekin, B. T.; Akkaya, E. U. Tetrahedron Lett. 2003, 44, 5649.
16. Ziessel, R. Synthesis 1999, 1839.
17. Khatyr, A.; Ziessel, R. J. Org. Chem. 2000, 65, 3126.
18. De Nicola, A.; Ringenbach, C.; Ziessel, R. Tetrahedron Lett. 2003, 44, 183.
19. Fischer, H.; Halbig, P.; Walach, B. Ann. Chem. 1927, 452, 268.
20. Goze, C.; Ulrich, G.; Charbonnière, L.; Cesario, M.; Prangé, T.; Ziessel, R. Chem.-Eur. J. 2003, 9, 3748.
21. Li, F.; Yang, S. I.; Ciringh, Y.; Seth, Y.; Martin, C. H. III; Singh, D. L.; Kim, D.; Birge, R. R.; Bocian, D. F.; Holten, D.; Lindsey, J. S. J. Am. Chem. Soc. 1998, 120, 10001.
22. Grosshenny, V.; Ziessel, R. J. Organomet. Chem. 1993, 453, C19.
23. Khatyr, A.; Ziessel, R. Org. Lett. 2001, 3, 1857.
24. Colasson, B. X.; Dietrich-Buchecker, C.; Sauvage, J.-P. Synlett 2002, 271.
25. Tzalis, D.; Tor, Y.; Failla, S.; Siegel, J. S. Tetrahedron Lett. 1995, 36, 3489.
26. Otsuki, J.; Kameda, H.; Tomihira, S.; Sakaguchi, H.; Takido, T. Chem. Lett. 2002, 610.
27. Carpita, A.; Lessi, A.; Rossi, R. Synthesis 1984, 572.
28. 7: C, 75.22; H, 5.92; N, 9.45; Found C, 75.05; H, 5.77; N, 9.22.