A water-soluble non-aggregating fluorescent octa-carboxylic acid derived from tetraphenylmethane: Synthesis and optical properties

Tetrahedron Letters

Volumn 45, Issue 32, 2004, Pages 6173-6177

  Liu, Xue Ming ^a   He, Chaobin ^a   Huang, Junchao ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

Non aggregating luminescent material; Oligothiophenes; pH indicator; Tetrahedral material; Tetraphenylmethane; Water soluble fluorescent probe

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; THIOPHENE DERIVATIVE; TOLUENE;

ARTICLE; BROMINATION; CARBON NUCLEAR MAGNETIC RESONANCE; DERIVATIZATION; FLUORESCENCE; GEL PERMEATION CHROMATOGRAPHY; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; OPTICS; PROTON NUCLEAR MAGNETIC RESONANCE; SOLUBILITY; SUZUKI REACTION; SYNTHESIS; ULTRAVIOLET SPECTROSCOPY;

EID: 3142718772     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.06.019     Document Type: Article

References (47)

1. Wilson L.M., Griffin A.C. J. Mater. Chem. 3:1993;991-994
2. Sengupta S., Sadhukhan S.K. Tetrahedron Lett. 39:1998;1237-1238
3. Sengupta S., Sadhukhan S.K. Tetrahedron Lett. 40:1999;9157-9161
4. Sengupta S., Sadhukhan S.K. Organometallics. 20:2001;1889-1891
5. Sengupta S., Sadhukhan S.K., Muhuri S. Tetrahedron Lett. 43:2002;3521-3524
6. Sengupta S., Purkayastha P. Org. Biomol. Chem. 1:2003;436-440
7. Chan L.-H., Lee R.-H., Hsieh C.-F., Yeh H.-C., Chen C.-T. J. Am. Chem. Soc. 124:2002;6469-6479
8. Yeh H.C., Lee R.H., Chan L.H., Lin T.Y.J., Chen C.T., Balasubramaniam E., Tao Y.T. Chem. Mater. 13:2001;2788-2796
9. Chan L.-H., Yeh H.-C., Chen C.-T. Adv. Mater. 13:2001;1637
10. Yeh H.-C., Lee R.-H., Chan L.-H., Lin T.-Y.J., Chen C.-T., Balasubramaniam E., Tao Y.-T. Adv. Mater. 13:2001;2788-2796
11. Fournier J.H., Maris T., Wuest J.D., Guo W.Z., Galoppini E. J. Am. Chem. Soc. 125:2003;1002-1006
12. Fournier J.H., Wang X., Wuest J.D. Can. J. Chem. 81:2003;376-380
13. Wang S., Oldham W.J., Hudack R.A., Bazan G.C. J. Am. Chem. Soc. 122:2000;5695-5709
14. Zheng S.Y., Shi J.M., Mateu R. Chem. Mater. 12:2000;1814
15. Hong S.B., Raushel F.M. Bioorg. Med. Chem. Lett. 4:1994;2705-2708
16. Lee Y.K., Jeong H.Y., Kim K.M., Kim J.C., Choi H.Y., Kwon Y.D., Choo D.J., Jang Y.R., Yoo K.H., Jang J., Talaie A. Curr. Appl. Phys. 2:2002;241-244
17. Robinson M.R., Wang S., Bazan G.C., Cao Y. Adv. Mater. 12:2000;1701-1704
18. Yeh H.-C., Chan L.-H., Lee R.-H., Chen C.-T. SPIE-Int. Soc. Opt. Eng. 4105:2000;348-349
19. Zhao H.D., Tanjutco C., Thayumanavan S. Tetrahedron Lett. 42:2001;4421-4424
20. Langhals H., Ismael R., Yuruk O. Tetrahedron. 56:2000;5435-5441
21. Langhals H., Wagner C., Ismael R. New J. Chem. 25:2001;1047-1049
22. Zimmerman T.J., Müller T.J.J. Eur. J. Org. Chem. 2002;2269-2279
23. Zimmerman T.J., Müller T.J.J. Synthesis. 2002;1157-1162
24. Kramer C.S., Zimmerman T.J., Sailer M., Müller T.J.J. Synthesis. 2002;1163-1170
25. Minard-Basquin C., Weil T., Hohner A., Radler J.O., Mullen K. J. Am. Chem. Soc. 125:2003;5832-5838
26. Tinnefeld P., Weston K.D., Vosch T., Cotlet M., Weil T., Hofkens J., Mullen K., De Schryver F.C., Sauer M. J. Am. Chem. Soc. 124:2002;14310-14311
27. Rathore R., Burns C.L., Deselnicu M.I. Org. Lett. 3:2001;2887-2890
28. Zimmermann T.J., Freundel O., Gompper R., Müller T.J.J. Eur. J. Org. Chem. 2000;3305-3312
29. Li Q., Rukavishnikov A.V., Petukhov P.A., Zaikova T.O., Keana J.F.W. Org. Lett. 4:2002;3631-3634
30. Mongin O., Gossauer A. Tetrahedron Lett. 37:1996;3825-3828
31. Sengupta S., Sadhukhan S.K., Muhuri S. Synlett. 2003;2329-2332
32. Stenger D.A., Gross G.W., Keefer E.W., Shaffer K.M., Andreadis J.D., Ma W., Pancrazio J.J. Trends Biotechnol. 19:2001;304-309
33. Toutchkine A., Kraynov V., Hahn K. J. Am. Chem. Soc. 125:2003;4132-4145
34. Minard-Basquin C., Weil T., Hohner A., Rädler J.O., Müllen K. J. Am. Chem. Soc. 125:2003;5832-5838
35. Krause W., Hackmann-Schlichter N., Maier F.K., Müller R. Top. Curr. Chem. 210:2000;261-308
36. Liu X.-M., He C., Xu J.-W. Tetrahedron Lett. 45:2004;1593-1597
37. Liu X.-M., Xu J.-M., He C. Tetrahedron Lett. 45:2004;1507-1510
38. Thaimattam R., Xue F., Sarma J.A.R.P., Mak T.C.W., Desiraju G.R. J. Am. Chem. Soc. 123:2001;4432-4445
39. Adronov A., Fréchet M.J. Chem. Commun. 2000;1701-1710
40. Adronov A., Gilat S.L., Fréchet M.J., Ohta K., Neuwahl F.V.R., Fleming G.R. J. Am. Chem. Soc. 122:2000;1175-1185
41. Weil T., Wiester U.M., Herrmann A., Bauer R., Hofkens J., De Schryver F.C., Müllen K. J. Am. Chem. Soc. 123:2001;8101-8108
42. Maus M., Mitra S., Lor M., Hofkens J., Weil T., Herrmann A., Müllen K., De Schryver F.C. J. Phys. Chem. A. 105:2001;3961-3966
43. Liu D.J., De Feyter S., Cotlet M., Stefan A., Wiesler U.-M., Herrmann A., Grebel-Koehler D., Qu J.Q., Müllen K., De Schryver F.C. Macromolecules. 36:2003;5918-5925
44. Valeur B. Molecular Fluorescence, Principles and Applications. 2001;Wiley-VCH, Weinheim, Germany
45. Patrickios C.S., Forder C., Arms S.P., Billingham N.C. J. Polym. Sci. A: Polym. Chem. 35:1997;1181-1195
46. Schappacher M., Deffieux A., Putaux J.-L., Viville P., Lazzaroni R. Macromolecules. 36:2003;5776-5783
47. Langhals H., Speckbacher M. Eur. J. Org. Chem. 2001;2481-2485