Bifunctional maleimide dyes as selective anion sensors

Tetrahedron

Volumn 65, Issue 27, 2009, Pages 5216-5221

  Lin, Zhenghuan ^a   Chen, Hung Cheng ^a   Sun, Shih Sheng ^a   Hsu, Chao Ping ^a   Chow, Tahsin J ^a  

^a INSTITUTE OF CHEMISTRY   (Taiwan)

Author keywords

Anion sensor; Fluorescence quenching; Maleimide; Red dye

Indexed keywords

2,3 BIS(2 PYRROLYL) N BENZYLMALEIMIDE; 2,3 BIS(2' METHYL 3 INDOLYL) N BENZYLMALEIMIDE; 2,3 BIS(3 INDOLYL) N BENZYLMALEIMIDE; AMINE; ANION; CHELATE; CYANIDE; DYE; FLUORIDE; MALEIMIDE DERIVATIVE; PROTON; SODIUM DIHYDROGEN PHOSPHATE; UNCLASSIFIED DRUG;

ARTICLE; BINDING SITE; BIOSENSOR; CHEMICAL INTERACTION; COLOR; HYDROGEN BOND; NONPHOTOCHEMICAL QUENCHING; PRIORITY JOURNAL; PROTON TRANSPORT;

EID: 66149114818     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.04.090     Document Type: Article

References (54)

1. In: Kent J.A. (Ed). Riegel's Handbook of Industrial Chemistry. 9th ed. (1992), Van Nostrad Reinhold-International Thomson, New York, NY
2. Supramolecular Chemistry of Anions:. In: Bianchi A., Bowman-James K., and Garcia-España E. (Eds) (1997), Wiley-VCH, New York, NY 147-215
3. In: Bailey J.E., Bohner M., Brinker C.J., Cornils B., Evans T., Greim H., Hegedus L.L., Heitbaum J., Keim W., Kleemann A., Kreysa G., Loliger J., McGuire J.L., Mitsutani A., Plass L., Stephanopoulos G., Werner D., Woditsch P., and Yoda N. (Eds). Ullmann's Encyclopedia of Industrial Chemistry. 6th ed. (1999), Wiley VCH, New York, NY 1999 Electronic Release
4. Beer P.D., and Gale P.A. Angew. Chem., Int. Ed. 40 (2001) 486-516
5. Amendola V., Esteban-Gomez D., Fabbrizzi L., and Licchelli M. Acc. Chem. Res. 39 (2006) 343-353
6. Miller, G.C.; Pritsos, C.A. Unresolved Problems with the Use of Cyanide in Open Pit Precious Metal Mining. In Proceedings of Cyanide: Social, Industrial and Economic Aspects, The Minerals, Metals & Materials Society Annual Meeting, New Orleans, Louisiana, February 12--15, 2001;
7. Wiseman A. Handbook of Experimental Pharmacology XX/2, Part 2 (1970), Springer, Berlin
8. Kirk K.L. Biochemistry of the Halogens and Inorganic Halides (1991), Plenum, New York, NY
9. Stryer L. Biochemistry. 4th ed. (1995), W.H. Freeman, New York, NY
10. Dreisbuch R.H. Handbook of Poisoning (1980), Lange Medical, Los Altos, CA
11. Kulig K.W. Cyanide Toxicity (1991), U.S. Department of Health and Human Services, Atlanta, GA
12. Baird C., and Cann M. Environmental Chemistry (2005), Freeman, New York, NY
13. Black C.B., Andrioletti B., Try A.C., Ruiperez C., and Sessler J.L. J. Am. Chem. Soc. 121 (1999) 10438-10439
14. Anzenbacher Jr. P., Try A.C., Miyaji H., Jursikova K., Lynch V.M., Marquez M., and Sessler J.L. J. Am. Chem. Soc. 122 (2000) 10268-10272
15. Mizuno T., Wei W.H., Eller L.R., and Sessler J.L. J. Am. Chem. Soc. 124 (2002) 1134-1135
16. Sessler J.L., Maeda H., Mizuno T., Lynch V.M., and Furuta H. J. Am. Chem. Soc. 124 (2002) 13474-13479
17. Sessler J.L., Maeda H., Mizuno T., Lynch V.M., and Furuta H. Chem. Commun. (2002) 862-863
18. Pohl R., Aldakov D., KubSt P., JursTkovS K., Marquez M., and Anzenbacher Jr. P. Chem. Commun. (2004) 1282-1283
19. Anzenbacher Jr. P., Jursikova K., Aldakov D.M., and Pohl R. Tetrahedron 60 (2004) 11163-11168
20. Ghosh T., Maiya B.G., and Wong M.W. J. Phys. Chem. A 108 (2004) 11249-11259
21. Dmitry A., and Pavel Jr. A. Chem. Commun. (2003) 1394-1395
22. Dmitry A., and Pavel Jr. A. J. Am. Chem. Soc. 126 (2004) 4752-4753
23. Wu C.Y., Chen M.S., Lin C.A., Lin S.C., and Sun S.S. Chem.-Eur. J. 12 (2006) 2263-2269
24. Pavel Jr. A., Daniel S.T., Karolina J., and Felix N.C. J. Am. Chem. Soc. 124 (2002) 6232-6233
25. Kaletas B.K., Mandl C., Zwan G., Fanti M., Zerbetto F., De Cola L.D., Konig B., and Williams R.M. J. Phys. Chem. A 109 (2005) 6440-6449
26. Kaletas B.K., Joshi H.C., van der Zwan G., Fanti M., Zerbetto F., Goubitz K., De Cola L., Konig B., and Williams R.M. J. Phys. Chem. A 109 (2005) 9443-9445
27. Yeh T.S., Chow T.J., Tsai S.H., Chiu C.W., and Zhao C.X. Chem. Mater. 18 (2006) 832-839
28. Chiu C.W., Chow T.J., Chuen C.H., Lin H.M., and Tao Y.T. Chem. Mater. 15 (2003) 4527-4532
29. Chan L.H., Lee Y.D., and Chen C.T. Macromolecules 39 (2006) 3262-3269
30. Wu W.C., Yeh H.C., Chan L.H., and Chen C.T. Adv. Mater. 14 (2002) 1072-1075
31. Chow T.J., Tsai S.H., Chiu C.W., and Yeh T.S. Synth. Met. 149 (2005) 59-62
32. Nishizuka Y. Nature 308 (1984) 693-698
33. Mahboobi S., Eibler E., Koller M., Kumar KC.S., and Schollmeye A.P. J. Org. Chem. 64 (1999) 4697-4704
34. Mahboobi S., Dechant I., Reindl H., Pongratz H., Popp A., and Schollmeyer D. J. Heterocycl. Chem. 37 (2000) 307-329
35. Lin T.-P., Chen C.-Y., Wen Y.-S., and Sun S.-S. Inorg. Chem. 46 (2007) 9201-9212
36. Chen C.-Y., Lin T.-P., Chen C.-K., Lin S.-C., Tseng M.-C., Wen Y.-S., and Sun S.-S. J. Org. Chem. 73 (2008) 900-911
37. Boiocchi M., Boca L.D., Gmez D.E., Fabbrizzi L., Licchelli M., and Monzani E. J. Am. Chem. Soc. 126 (2004) 16507-16514
38. Gunnlaugsson T., Kruger P.E., Jensen P., Pfeffer F.M., and Hussey G.M. Tetrahedron Lett. 44 (2003) 8909-8913
39. Costero A.M., Bañuls M.J., Aurell M.J., Ward M.D., and Argent S. Tetrahedron 60 (2004) 9471-9478
40. Liu B., and Tian H. J. Mater. Chem. 15 (2005) 2681-2686
41. Wu J.S., Zhou J.H., Wang P.F., Zhang X.H., and Wu S.K. Org. Lett. 7 (2005) 2133-2136
42. Costero A.M., Sanchis J., Gil S., Sanz V., and Williams J.A.G. J. Mater. Chem. 15 (2005) 2848-2853
43. Cho E.J., Moon J.W., Ko S.W., Lee J.Y., Kim S.K., Yoon J., and Nam K.C. J. Am. Chem. Soc. 125 (2003) 12376-12377
44. Esteban-Gómez D., Fabbrizzi L., and Licchelli M. J. Org. Chem. 70 (2005) 5717-5720
45. Lee J.Y., Cho E.J., Mukamel S., and Nam K.C. J. Org. Chem. 69 (2004) 943-950
46. Kosower E.M., and de Souza J.R. Chem. Phys. 324 (2006) 3-7
47. ter Steege D.H.A., and Buma W.J. J. Chem. Phys. 118 (2003) 10944-10955
48. Climent T., González-Luque R., and Merchán M. J. Phys. Chem. A 107 (2003) 6995-7003
49. Peng Q., Lu Z., Huang Y., Xie M., Xiao D., and Zou D. J. Mater. Chem. 13 (2003) 1570-1574
50. Sessler J.L., Cho D.-G., and Lynch V. J. Am. Chem. Soc. 128 (2006) 16518-16519
51. Chen C.-L., Chen Y.-S., Chen C.-Y., and Sun S.-S. Org. Lett. 8 (2006) 5053-5056
52. Chen C.-L., Lin T.-P., Chen Y.-S., and Sun S.-S. Eur. J. Org. Chem. (2007) 3999-4010
53. Steiner T. Angew. Chem., Int. Ed. 41 (2002) 48-76
54. Chen H.-C., and Hsu C.-P. J. Phys. Chem. A 109 (2005) 11989-11995