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http://dx.doi.org/10.5012/bkcs.2014.35.8.2326

A Simple Carbazole-based Schiff Base as Fluorescence "off-on" Probe for Highly Selective Recognition of Cu2+ in Aqueous Solution  

Tang, Lijun (Department of Chemistry, Liaoning Provincial Key Laboratory for the Synthesis and Application of Functional Compounds, Bohai University)
Wu, Di (Department of Chemistry, Liaoning Provincial Key Laboratory for the Synthesis and Application of Functional Compounds, Bohai University)
Hou, Shuhua (Department of Chemistry, Liaoning Provincial Key Laboratory for the Synthesis and Application of Functional Compounds, Bohai University)
Wen, Xin (Department of Chemistry, Liaoning Provincial Key Laboratory for the Synthesis and Application of Functional Compounds, Bohai University)
Dai, Xin (Department of Chemistry, Liaoning Provincial Key Laboratory for the Synthesis and Application of Functional Compounds, Bohai University)
Publication Information
Bulletin of the Korean Chemical Society / v.35, no.8, 2014 , pp. 2326-2330 More about this Journal
Abstract
A carbazole-based Schiff base CB2 was synthesized and applied as a highly selective and sensitive fluorescent probe for $Cu^{2+}$ in $H_2O$-DMSO (8/2, v/v, pH = 7.4) solution. CB2 exhibits an excellent selectivity to $Cu^{2+}$ over other examined metal ions with a prominent fluorescence "turn-on" at 475 nm. CB2 and $Cu^{2+}$ forms a 1:2 binding ratio complex with detection limit of $9.5{\mu}M$. In addition, the $Cu^{2+}$ recognition process is hardly interfered by other examined metal ions.
Keywords
Fluorescent probe; Carbazole; Copper(II) recognition; Schiff base;
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1 (f) Kim, H. N.; Lee, M. H.; Kim, H. J.; Kim, J. S.; Yoon, J. Chem. Soc. Rev. 2008, 37, 1465-1472.   DOI   ScienceOn
2 (a) Jung, H. S.; Kwon, P. S.; Lee, J. W.; Kim, J. I.; Hong, C. S.; Kim, J. W.; Yan, S.; Lee, J. Y.; Lee, J. H.; Joo, T. J. Am. Chem. Soc. 2009, 131, 2008-2012.   DOI   ScienceOn
3 (b) Garcia-Beltran, O.; Mena, N.; Friedrich, L. C.; Netto-Ferreira, J. C.; Vargas, V.; Quina, F. H.; Nunez, M. T.; Cassels, B. K. Tetrahedron Lett. 2012, 53, 5280-5283.   DOI   ScienceOn
4 (a) Xu, Z.; Xiao, Y.; Qian, X.; Cui, J.; Cui, D. Org. Lett. 2005, 7, 889-892.   DOI   ScienceOn
5 (b) Pan, J.; Spring, D. R.; Cui, J.; Yoon, J. Tetrahedron 2010, 66, 1678-1683.   DOI   ScienceOn
6 (b) Zhang, X. J.; Tian, Y. P.; Li, S. L.; Jiang, M. H.; Usman, A.; Chantrapromma, S.; Fun, H. K. Polyhedron 2003, 22, 397-402.   DOI   ScienceOn
7 Zou, Y.; Wan, M.; Sang, G.; Ye, M.; Li, Y. Adv. Funct. Mater. 2008, 18, 2724-2732.   DOI   ScienceOn
8 Guney, O.; Yilmaz, Y.; Pekcan, O. Sens. Actuators, B 2002, 85, 86-89.   DOI   ScienceOn
9 Tang, L.; Zhao, G.; Wang, N. Chem. Res. Appl. 2013, 25, 946-951.
10 Zhang, Y.; Wang, J.; Jia, P.; Yu, X.; Liu, H.; Liu, X.; Zhao, N.; Huang, B. Org. Biomol. Chem. 2010, 8, 4582-4588.   DOI   ScienceOn
11 Chandrasekhar, V.; Bag, P.; Pandey, M. D. Tetrahedron 2009, 65, 9876-9883.   DOI   ScienceOn
12 (a) Qu, L.; Yin, C.; Huo, F.; Zhang, Y.; Li, Y. Sens. Actuators, B 2013, 183, 636-640.   DOI   ScienceOn
13 (b) Yang, H.; Liu, Z.-Q.; Zhou, Z.-G.; Shi, E.- X.; Li, F.-Y.; Du, Y.-K.; Yi, T.; Huang, C.-H. Tetrahedron Lett. 2006, 47, 2911-2914.   DOI   ScienceOn
14 (c) Zhang, Q.; Li, L.; Zhang, M.; Liu, Z.; Wu, J.; Zhou, H.; Yang, J.; Zhang, S.; Tian, Y. Dalton Trans. 2013, 42, 8848-8853.   DOI   ScienceOn
15 (h) Yu, M.; Shi, M.; Chen, Z.; Li, F.; Li, X.; Gao, Y.; Xu, J.; Yang, H.; Zhou, Z.; Yi, T.; Huang, C. Chem.-Eur. J. 2008, 14, 6892-6900.   DOI   ScienceOn
16 (d) Xie, R.; Yi, Y.; He, Y.; Liu, X.; Liu, Z.-X. Tetrahedron 2013, 69, 8541-8546.   DOI   ScienceOn
17 (e) Tang, L.; Cai, M. Sens. Actuators, B 2012, 173, 862-867.   DOI   ScienceOn
18 (g) Lu, F.; Yamamura, M.; Nabeshima, T. Tetrahedron Lett. 2013, 54, 779-782.   DOI   ScienceOn
19 (a) Zhou, Y.; Wang, F.; Kim, Y.; Kim, S.-J.; Yoon, J. Org. Lett. 2009, 11, 4442-4445.   DOI   ScienceOn
20 (b) Lee, H. Y.; Swamy, K. M. K.; Jung, J. Y.; Kim, G.; Yoon, J. Sens. Actuators, B 2013, 182, 530-537.   DOI   ScienceOn
21 (c) Dong, M.; Ma, T.-H.; Zhang, A.-J.; Dong, Y.-M.; Wang, Y.-W.; Peng, Y. Dyes Pigm. 2010, 87, 164-172.   DOI   ScienceOn
22 (d) Liu, W.-Y.; Li, H.-Y.; Zhao, B.-X.; Miao, J.-Y. Analyst 2012, 137, 3466-3469.   DOI   ScienceOn
23 (e) Xiang, Y.; Tong, A.; Jin, P.; Ju, Y. Org. Lett. 2006, 8, 2863-2866.   DOI   ScienceOn
24 Lin, W.; Yuan, L.; Cao, Z.; Feng, Y.; Long, L. Chem.-Eur. J. 2009, 15, 5096-5103.   DOI   ScienceOn
25 High, B.; Bruce, D.; Richter, M. M. Anal. Chim. Acta 2001, 449, 17-22.   DOI   ScienceOn
26 (a) Tapia, L.; Suazo, M.; Hodar, C.; Cambiazo, V.; Gonzalez, M. Biometals 2003, 16, 169-174.   DOI   ScienceOn
27 (b) Lovstad, R. A. BioMetals 2004, 17, 111-113.   DOI   ScienceOn
28 Mei, Y.; Bentley, P. A.; Wang, W. Tetrahedron Lett. 2006, 47, 2447-2449.   DOI   ScienceOn
29 Waggoner, D. J.; Bartnikas, T. B.; Gitlin, J. D. Neurobiol. Dis. 1999, 6, 221-230.   DOI   ScienceOn
30 Boal, A. K.; Rosenzweig, A. C. Chem. Rev. 2009, 109, 4760-4779.   DOI   ScienceOn
31 (a) Bull, P. C.; Thomas, G. R.; Rommens, J. M.; Forbes, J. R.; Cox, D. W. Nat. Genet. 1993, 5, 327-337.   DOI   ScienceOn
32 (b) Madsen, E.; Gitlin, J. D. Annu. Rev. Neurosci. 2007, 30, 317-337.   DOI   ScienceOn
33 (f) Jung, J. Y.; Kang, M.; Chun, J.; Lee, J.; Kim, J.; Kim, J.; Kim, Y.; Kim, S.-J.; Lee, C.; Yoon, J. Chem. Commun. 2013, 176-178.
34 (a) Mahapatra, A. K.; Roy, J.; Sahoo, P. Tetrahedron Lett. 2011, 52, 2965-2968.   DOI   ScienceOn