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Tune Metal Ion Selectivity by Changing Working Solvent: Fluorescent and Colorimetric Recognition of Cu2+ by a Known Hg2+ Selective Probe

  • Tang, Lijun ;
  • Guo, Jiaojiao ;
  • Huang, Zhenlong
  • Received : 2012.12.24
  • Accepted : 2013.01.09
  • Published : 2013.04.20

Abstract

A known $Hg^{2+}$ selective rhodamine B derivatised probe 1 was reinvestigated as a colorimetric and fluorescent probe for $Cu^{2+}$ through changing the applied solvent media. Probe 1 exhibited good selectivity and sensitivity to $Cu^{2+}$ in $CH_3CN-H_2O$ (7:3, v/v, HEPES 10 mM, pH 7.0) solution with a detection limit of $9.74{\times}10^{-7}$ M. The $Cu^{2+}$ sensing event was proved to be irreversible through hydrolysis of 1 to release rhodamine B.

Keywords

$Cu^{2+}$ recognition;Fluorescence;Colorimetric;Rhodamine

References

  1. Singh, N.; Mulrooney, R. C.; Kaur, N.; Callan, J. F. Chem. Commun. 2008, 4900.
  2. Singh, N.; Kaur, N.; Ni Choitir, C.; Callan, J. F. Tetrahedron Lett. 2009, 50, 4201. https://doi.org/10.1016/j.tetlet.2009.04.108
  3. Jung, H. J.; Singh, N.; Lee, D. Y.; Jang, D. O. Tetrahedron Lett. 2010, 51, 3962. https://doi.org/10.1016/j.tetlet.2010.05.105
  4. Komatsu, H.; Citterio, D.; Fujiwara, Y.; Minamihashi, K.; Araki, Y.; Hagiwara, M.; Suzuki, K. Org. Lett. 2005, 7, 2857. https://doi.org/10.1021/ol0507219
  5. Tang, L.; Li, F.; Liu, M.; Nandhakumar, R. Spectrochimi. Acta Part A 2011, 78, 1168. https://doi.org/10.1016/j.saa.2010.12.072
  6. Yang, Y.-K.; Yook, K.-J.; Tae, J. J. Am. Chem. Soc. 2005, 127, 16760. https://doi.org/10.1021/ja054855t
  7. Yang, R.; Liu, W.-X.; Shen, H.; Huang, H.-H.; Jiang, Y.-B. J. Phys. Chem. B 2008, 112, 5105. https://doi.org/10.1021/jp711899h
  8. Yang, X.-F.; Li, Y.; Bai, Q. Anal. Chimi. Acta 2007, 584, 95. https://doi.org/10.1016/j.aca.2006.11.015
  9. Page, L. E.; Zhang, X.; Jawaid, A. M.; Snee, P. T. Chem. Commun. 2011, 47, 7773. https://doi.org/10.1039/c1cc11442e
  10. Lin, W.; Yuan, L.; Cao, Z.; Feng, Y.; Long, L. Chem.-Eur. J. 2009, 15, 5096. https://doi.org/10.1002/chem.200802751
  11. Hu, Z.-Q.; Wang, X.-M.; Feng, Y.-C.; Ding, L.; Lu, H.-Y. Dyes Pigm. 2011, 88, 257. https://doi.org/10.1016/j.dyepig.2010.07.004
  12. Chen, X.; Jia, J.; Ma, H.; Wang, S.; Wang, X. Anal. Chim. Acta 2009, 632, 9. https://doi.org/10.1016/j.aca.2007.08.025
  13. Que, E. L.; Domaille, D. W.; Chang, C. J. Chem. Rev. 2008, 108, 1517. https://doi.org/10.1021/cr078203u
  14. Robinson, N. J.; Winge, D. R. Annu. Rev. Biochem. 2010, 79, 537. https://doi.org/10.1146/annurev-biochem-030409-143539
  15. Deraeve, C.; Boldron, C.; Maraval, A.; Mazarguil, H.; Gornitzka, H.; Vendier, L.; Pitie, M.; Meunier, B. Chem.-Eur. J. 2008, 14, 682. https://doi.org/10.1002/chem.200701024
  16. Lee, J. C.; Gray, H. B.; Winkler, J. R. J. Am. Chem. Soc. 2008, 130, 6898. https://doi.org/10.1021/ja711415b
  17. Xu, Z.; Xiao, Y.; Qian, X.; Cui, J.; Cui, D. Org. Lett. 2005, 7, 3029. https://doi.org/10.1021/ol051131d
  18. Xu, Z.; Qian, X.; Cui, J. Org. Lett. 2005, 7, 3029. https://doi.org/10.1021/ol051131d
  19. 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.; Kim, J. S. J. Am. Chem. Soc. 2009, 131, 2008. https://doi.org/10.1021/ja808611d
  20. Xu, Z.; Yoon, J.; Spring, D. R. Chem. Commun. 2010, 46, 2563. https://doi.org/10.1039/c000441c
  21. Xu, Z.; Zhang, L.; Guo, R.; Xiang, T.; Wu, C.; Zheng, Z.; Yang, F. Sens. Actuators B 2011, 156, 546. https://doi.org/10.1016/j.snb.2011.01.066
  22. Xu, Q.; Lee, K. M.; Wang, F.; Yoon, J. J. Mater. Chem. 2011, 21, 15214. https://doi.org/10.1039/c1jm11660f
  23. Tang, L., Guo, J.; Cao, Y.; Zhao, N. J. Fluores. 2012, 22, 1603. https://doi.org/10.1007/s10895-012-1101-x
  24. Tang, L.; Cai, M. Sens. Actuators B 2012, 173, 862. https://doi.org/10.1016/j.snb.2012.07.112
  25. 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, 49, 176. https://doi.org/10.1039/c2cc36626f
  26. Kim, H. N.; Lee, M. H.; Kim, H. J.; Kim, J. S.; Yoon, J. Chem. Soc. Rev. 2008, 37, 1465. https://doi.org/10.1039/b802497a
  27. Chen, X.; Pradhan, T.; Wang, F.; Kim, J. S.; Yoon, J. Chem. Rev. 2012, 112, 1910. https://doi.org/10.1021/cr200201z
  28. Mao, J.; Wang, L.; Dou, W.; Tang, X.; Yan, Y.; Liu, W. Org. Lett. 2007, 9, 4567. https://doi.org/10.1021/ol7020687
  29. Tong, H.; Wang, L.; Jing, X.; Wang, F. Macromol. Rapid Commun. 2002, 23, 877. https://doi.org/10.1002/1521-3927(20021001)23:15<877::AID-MARC877>3.0.CO;2-T
  30. Ashokkumar, P.; Ramakrishnan, V. T.; Ramamurthy, P. J. Phys. Chem. B 2011, 115, 84.
  31. Hao, E.; Meng, T.; Zhang, M.; Pang, W.; Zhou, Y.; Jiao, L. J. Phys. Chem. A 2011, 115, 8234. https://doi.org/10.1021/jp202700s
  32. Xu, L.; Xu, Y.; Zhu, W.; Sun, X.; Xu, Z.; Qian, X. RSC Adv. 2012, 2, 6323. https://doi.org/10.1039/c2ra20840g
  33. Sen, S.; Sarkar, S.; Chattopadhyay, B.; Moirangthem, A.; Basu, A.; Dhara, K.; Chattopadhyay, P. Analyst 2012, 137, 3335. https://doi.org/10.1039/c2an35258c
  34. Pandey, R.; Yadav, M.; Shahid, M.; Misra, A.; Pandey, D. S. Tetrahedron Lett. 2012, 53, 3550. https://doi.org/10.1016/j.tetlet.2012.04.128
  35. Schmittel, M.; Lin, H.-W. Angew. Chem. Int. Ed. 2007, 46, 893. https://doi.org/10.1002/anie.200603362

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