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http://dx.doi.org/10.5012/bkcs.2009.30.9.2093

Investigation of Isomerism in Anthracene-Isothiouronium Salts and Application of these Salts for Anion Sensing  

Nguyen, Quynh Pham Bao (Department of Applied Chemistry and Center for Functional Nano Fine Chemicals, Chonnam National University)
Kim, Jae-Nyoung (Department of Chemistry and Institute of Basic Science, Chonnam National University)
Kim, Taek-Hyeon (Department of Applied Chemistry and Center for Functional Nano Fine Chemicals, Chonnam National University)
Publication Information
Bulletin of the Korean Chemical Society / v.30, no.9, 2009 , pp. 2093-2097 More about this Journal
Abstract
Novel fluorescent anion chemosensors based on anthracene-isothiouronium derivatives were synthesized. Isomerism due to the intramolecular mobility in these isothiouronium salts was detected by $^1H$ NMR spectroscopy. The effect of the substituent, temperature and solvent on the isomerism was also examined. The anthracene-isothiouronium sensor showed significant fluorescent enhancement upon the addition of various anions such as fluoride, acetate, and dihydrogen phosphate, even in the presence of water.
Keywords
Anthracene-isothiouronium salts; Anion sensing;
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1 Ren, J.; Cai, X. H.; Fan, H. F.; Cao, J. X.; Liao, T. G.; Luo, X. D.; Zhu, H. J. Journal of Molecular Structure: Theochem 2008, 870, 72-76   DOI   ScienceOn
2 Eliel, E. L.; Hofer, O. J. Am. Chem. Soc. 1973, 8041-8045
3 Konopacka, A.; Kalenik, J.; Pawelka, Z. Journal of Molecular Structure 2004, 705, 75-79   DOI   ScienceOn
4 Ingold, K. U.; Taylor, D. R. Can. J. Chem. 1961, 39, 481-487   DOI
5 Eftink, M. R. Methods in Enzymology 1997, 278, 221-257   DOI
6 Cannon, W. R.; Madura, J. D.; Thummel, R. P.; McCammon, J. A. J. Am. Chem. Soc. 1993, 115, 879-884   DOI   ScienceOn
7 Gunnlaugsson, T.; Ali, H. D. P.; Glynn, M.; Kruger, P. E.; Hussey, G. M.; Pfeffer, F. M.; Santos, C. M. G. D.; Tierney, J. Journal of Fluorescence 2005, 15, 287-299   DOI   ScienceOn
8 Kessler, H. Tetrahedron 1974, 30, 1861-1870   DOI   ScienceOn
9 Prevorsek, D. C.; J. Phys. Chem. 1962, 66, 769-778   DOI
10 Kessler, H.; Kalinowski, H. O. Angew. Chem. Internat. Edit. 1970, 9, 641-642   DOI
11 Kim, W.; Lee, H. J.; Choi, Y. S.; Choi, J. H.; Yoon, C. J. J. Chem. Soc., Faraday Trans 1998, 94, 2663-2668   DOI   ScienceOn
12 Quinonero, D.; Frontera, A.; Capo, M.; Ballester, P.; Suner, G. A.; Garau, C.; Deya, P. M. New J. Chem. 2001, 259-261
13 Fischer, G. Chem. Soc. Rev. 2000, 29, 119-127   DOI   ScienceOn
14 Taha, A. N.; True, N. S. J. Phys. Chem. A 2000, 104, 2985-2993   DOI   ScienceOn
15 Lecher, H. Z.; Gubernator, K. J. Am. Chem. Soc. 1953, 75, 1087-1092   DOI
16 Licea, R. Q.; Valladares, J. F. C.; Quintero, A. C.; Padilla, C. R.; Guerra, R. T.; Flores, R. G.; Waksman, N. Molecules 2002, 7, 662-673   DOI
17 Kessler, H. Angew. Chem. Internat. Edit. 1970, 9, 219-235   DOI
18 Axe, F. U.; Renugopalakrishnan, V.; Hagler, A. T. J. Chem. Research (S) 1998, 1
19 Vaara, J.; Kaski, J.; Jokisaasi, J.; Diehl, P. J. Phys. Chem. A 1997, 101, 5069-5081   DOI   ScienceOn
20 Bonacorso, H. G.; Caro, M. S. B.; Zanatta, N.; Martins, A. P. J. Braz. Chem. Soc. 1992, 3, 77-79   DOI
21 Liu, S. Y.; Fang, L.; He, Y. B.; Chan, W. H.; Yeung, K. T.; Cheng, Y. K.; Yang, R. H. Org. Lett. 2005, 7, 5825-5828   DOI   ScienceOn
22 Yen, Y. P.; Ho, K. W. Tetrahedron Letters 2006, 47, 1193-1196   DOI   ScienceOn
23 Zeng, Z. Y.; He, Y. B.; Wu, J. L.; Wei, L. H.; Liu, X.; Meng, L. Z.; Yang, X. Eur. J. Org. Chem. 2004, 2888-2893
24 Sasaki, S. I.; Citterio, D.; Ozawa, S.; Suzuki, K. J. Chem. Soc. Perkin Trans. 2 2001, 2309-2313
25 Xie, H.; Yi, S.; Wu, S. J. Chem. Soc., Perkin Trans. 2 1999, 2751-2754
26 Kubo, Y.; Ishihara, S.; Tsukahara, M.; Tokita, S. J. Chem. Soc., Perkin Trans. 2 2002, 1455-1460
27 Kubo, Y.; Kato, M.; Misawa, Y.; Tokita, S. Tetrahedron Letters 2004, 45, 3769-3773   DOI   ScienceOn
28 Kubo, Y.; Tsukahara, M.; Ishihara, S.; Tokita, S. Chem. Commun. 2000, 653-654
29 Nishizawa, S.; Kaneda, H.; Uchida, T.; Teramae, N. J. Chem. Soc. Perkin Trans. 2 1998, 2325-2327
30 Nishizawa, S.; Cui, Y. Y.; Minagawa, M.; Morita, K.; Kato, Y.; Taniguchi, S.; Kato, R.; Teramae, N. J. Chem. Soc. Perkin Trans. 2 2002, 866-870
31 Chakraborty, S.; Tarr, M. A. Can. J. Chem. 2007, 85, 153-156   DOI   ScienceOn
32 Yeo, W. S.; Hong, J. I. Tetrahedron Letters 1998, 39, 3769-3772   DOI   ScienceOn
33 Yeo, W. S.; Hong, J. I. Tetrahedron Letters 1998, 39, 8137-8140   DOI   ScienceOn
34 Manez, R. M.; Sancenon, F. Chem. Rev. 2003, 103, 4419-4476   DOI   ScienceOn
35 Manez, R. M.; Sancenon, F. Journal of Fluorescene 2005, 15, 267-285   DOI   ScienceOn
36 Gunnlaugsson, T.; Davis, A. P.; Hussey, G. M.; Tierney, J.; Glynn, M. Org. Biomol. Chem. 2004, 2, 1856-1863   DOI   ScienceOn
37 Jun, E. J.; Swamy, K. M. K.; Bang, H.; Kim, S. J.; Yoon, J. Tetrahedron Letters 2006, 47, 3103-3106   DOI   ScienceOn
38 Gunnlaugsson, T.; Davis, A. P.; O'Brien, J. E.; Glynn, M. Org. Biomol. Chem. 2005, 3, 48-56   DOI   ScienceOn
39 Kim, S. K.; Singh, N. J.; Kim, S. J.; Swamy, K. M. K.; Kim, S. H.; Lee, K. H.; Kim, K. S.; Yoon, J. Tetrahedron 2005, 61, 4545-4550   DOI   ScienceOn
40 Kim, Y. K.; Lee, H. N.; Singh, N. J.; Choi, H. J.; Xue, J. Y.; Kim, K. S.; Yoon, J.; Hyun, M. H. J. Org. Chem. 2008, 73, 301-304   DOI   ScienceOn