Synthesis of conjugated 2-arylethynyl and 2-arylethenyl thiophene structures with optical properties

Tetrahedron Letters

Volumn 45, Issue 29, 2004, Pages 5685-5688

  Rodríguez, J Gonzalo ^a   Lafuente, Antonio ^a   Rubio, Laura ^a  

^a UNIVERSIDAD AUTÓNOMA DE MADRID   (Spain)

Author keywords

Extended conjugation; Arylethynyl and arylethenylthiophene structures; Eglinton Glaser, Cadiot Chodkiewicz and Sonogashira reaction; Fluorescence analysis

Indexed keywords

1,4 BIS[[2 (2 IODOPHENYL)ETHYNYL]THIENYL] 1,3 BUTADIYNE; 2 [2 (IODOPHENYL)ETHYNYL]THIOPHENE; [1 (2' THIENYL) 2 (4 PHENYL)]ETHYNE; NANOPARTICLE; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CONJUGATION; OPTICS; PHYSICAL CHEMISTRY; SYNTHESIS;

EID: 3042630879     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.05.104     Document Type: Article

References (28)

1. Rao V.P., Jen A.K.-Y., Wong K.Y., Drost K.J. Tetrahedron Lett. 34:1993;1747
2. Barbarella G. Chem. Eur. J. 8:2002;5072
3. Donat-Bouillud A., Levesque I., Tao Y., D'Iorio M., Beaupre S., Blondin P., Ranger M., Bouchard J., Leclerc M. Chem. Mater. 12:2000;1931
4. Nishiumi T., Higuchi M., Yamamoto K. Macromolecules. 36:2003;6325
5. Sotzing G.A., Reddinger J.L., Reynolds J.R., Steel P.J. Synth. Met. 84:1997;199
6. Heeney M., Tierney S., Bailey C., McCulloch I. Eur. Pat. Appl. 2004;26
7. Worrall C., Heeney M., Tierney S., Farrand L., Giles M., Thompson M., Shkunow M., Sparrowe D., McCulloch I. Eur. Pat. Appl. 2003;25
8. Barbarella G., Zambianchi M. Tetrahedron. 50:1994;11249
9. Peng Z.H., Pan Y.C., Xu B.B., Zhang J.H. J. Am. Chem. Soc. 122:2000;6619
10. Xu Z.F., Moore J.S. Acta Polym. 45:1994;83
11. Jen A., Marder S.R. J. Org. Chem. 61:1996;2242
12. Rao V.P., Jen A.K.Y., Cai Y. J. Chem. Soc., Chem. Commun. 1996;1237
13. Jen A.K.Y., Rao V.P., Drost K.J., Wong K.Y., Cava M.P. J. Chem. Soc., Chem. Commun. 1994;2057
14. Abbotto A., Bradamante S., Facchetti A., Pagani G.A. J. Org. Chem. 62:1997;5755
15. Cheng L.T., Tam W., Stevenson S.H., Merediith G.R., Rikken G., Marder S.R. J. Phys. Chem. 95:1991;10631
16. Cheng L.T., Tam W., Marder S.R., Stiegman A.E., Rikken G., Spangler C.W. J. Phys. Chem. 95:1991;10643
17. Rodríguez J.G., Tejedor J.L. J. Org. Chem. 67:2002;7631
18. Mayor C., Didschies C. Angew. Chem., Int. Ed. 42:2003;3176
19. Birnbaum D., Kohler B.E., Spangler C.W. J. Chem. Phys. 94:1991;1684
20. Beny J.P., Dhawan S.N., Kagan J., Sundlass S. J. Org. Chem. 47:1982;2201
21. Baati R., Barma D.K., Murali Krishna U., Mioskowski C., Falck J.R. Tetrahedron Lett. 6:2002;959
22. Vaitiekunas A., Nord F.F. J. Org. Chem. 19:1954;902
23. Keskin H., Miller R.E., Nord F.F. J. Org. Chem. 16:1951;199
24. Johansen O., Sasse W.H.F., Hoskinson R.M., Russell I.M. J. Text. Inst. 67(4):1976;146
25. Glaser G. Chem. Ber. 2:1869;422
26. Glaser G. Liebigs Ann. Chem. 1870;159
27. Sarkar A., Okada S., Nakanishi H., Matsuda H. Helv. Chem. Acta. 82:1999;138
28. 1H NMR: 7.49 (s, 8H); 7.33 (d, 2H, J=5.2 Hz); 7.30 (d, 2H, J=3.7 Hz); 7.03 (dd, 2H, J=5.2 and 3.7 Hz)