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A new calix[4]arene Schiff base sensor for Hg2+ and Au3+

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Abstract

This article reports the selective sensing ability of a newly synthesized calix[4]arene Schiff base (C4TSB) derivative. C4TSB exhibited strong turn-off fluorescence affinity for Hg2+ and Au3+. The selective sensing ability of receptor was investigated in the presence of different co-existing competing ions. The limit of detection for Hg2+ and Au3+ was determined as 1.9 × 10−5 and 1.0 × 10−6 M, respectively. Receptor forms 1:1 stoichiometric complex with both metals and their binding constants were calculated as 7.9 × 103 M−1 for Hg2+ and 5.7 × 103 M−1 for Au3+. Complexes were also characterized through FT-IR spectroscopy.

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References

  1. A.P. De Silva, H.Q.N. Gunaratne, T. Gunnlaugsson, A.J.M. Huxley, C.P. McCoy, J.T. Rademacher, T.E. Rice, Chem. Rev. 97, 1515 (1997)

    Article  Google Scholar 

  2. J.M. Ilobet, G. Falco, A. Teixido, J.L. Domingo, J. Agric. Food Chem. 51, 838 (2003)

    Article  Google Scholar 

  3. J.J.J. Gutknecht, Mem. Biol. 61, 61 (1981)

    Article  CAS  Google Scholar 

  4. M. Tuzen, O.D. Uluozlu, I. Karaman, M. Soylak, J. Hazard. Mater. 169, 345 (2009)

    Article  CAS  Google Scholar 

  5. M. Tuzen, A. Sari, D. Mendil, M. Soylak, J. Hazard. Mater. 169, 263 (2009)

    Article  CAS  Google Scholar 

  6. T.W. Ckarckson, L. Magos, G.J. Myers, N. Engl, J. Med. 349, 1731 (2003)

    Google Scholar 

  7. C.M.L. Carvalho, E.-H. Chew, S.I. Hashemy, J. Lu, A. Holmgren, J. Biol. Chem. 283, 11913 (2008)

    Article  CAS  Google Scholar 

  8. M. Harada, Crit. Rev. Toxicol. 25, 1 (1995)

    Article  CAS  Google Scholar 

  9. X. Mao, Y. Ma, A. Zhang, L. Zhang, G. Liu, Anal. Chem. 81, 1660 (2009)

    Article  CAS  Google Scholar 

  10. P. Sharma, S.C. Brown, N. Bengtsson, Q. Zhang, G.A. Walter, S.R. Grobmyer, S. Santra, H. Jiang, E.W. Scott, B.M. Moudgil, Chem. Mater. 20, 6087 (2008)

    Article  CAS  Google Scholar 

  11. A. Habib, M.J. Tabata, Inorg. Biochem. 98, 1696 (2004)

    Article  CAS  Google Scholar 

  12. W.D. Block, E.L. Knapp, J. Pharmacol. Exp. Ther. 83, 275 (1945)

    CAS  Google Scholar 

  13. M. Tuzen, K.O. Saygi, M. Soylak, J. Hazard. Mater. 156, 591 (2008)

    Article  CAS  Google Scholar 

  14. M. Fujita, Comprehensive Supramolecular Chemistry, vol. 9 (Pergamon Press, Berlin, 1996), p. 253

    Google Scholar 

  15. C. Bazzicalupi, A. Bencini, I. Matera, S. Puccioni, B. Valtancoli, Inorg. Chim. Acta 381, 162 (2012)

    Article  CAS  Google Scholar 

  16. A. Bencini, V. Lippolis, Coord. Chem. Rev. 256, 149 (2012)

    Article  CAS  Google Scholar 

  17. M.T. Albelda, P. Díaz, E. García-España, J.C. Lima, C. Lodeiro, J.S. De Melo, A.J. Parola, F. Pina, C. Soriano, Chem. Phys. Lett. 353, 63 (2002)

    Article  CAS  Google Scholar 

  18. I. Aoki, T. Sakaki, S.J. Shinkai, Chem. Soc. Chem. Commun. 9, 730 (1992)

    Article  Google Scholar 

  19. J.M. Liu, Q.Y. Zheng, J.L. Yang, C.F. Chen, Z.-T. Huang, Tetrahedron Lett. 43, 9209 (2002)

    Article  CAS  Google Scholar 

  20. Y.-D. Cao, Q.Y. Zheng, C.F. Chen, Z.T. Huang, Tetrahedron Lett. 44, 4751 (2003)

    Article  CAS  Google Scholar 

  21. R. Metivier, I. Leray, B. Valeur, Chem. Eur. J. 10, 4480 (2004)

    Article  CAS  Google Scholar 

  22. K.C. Chang, L.Y. Luo, E.W.G. Diau, W.S. Chung, Tetrahedron Lett. 49, 5013 (2008)

    Article  CAS  Google Scholar 

  23. I. Leray, B. Valeur, Eur. J. Inorg. Chem. 2009, 3525 (2009)

    Article  Google Scholar 

  24. M. Kumar, J.N. Babu, V. Bhalla, J. Incl. Phenom. Macrocycl. Chem. 66, 139 (2010)

    Article  CAS  Google Scholar 

  25. N. Aksuner, E. Henden, I. Yilmaz, A. Cukurovali, Sens. Actuators, B 134, 510 (2008)

    Article  CAS  Google Scholar 

  26. N. Aksuner, E. Henden, I. Yilmaz, A. Cukurovali, Dyes Pigm. 83, 211 (2009)

    Article  CAS  Google Scholar 

  27. Z. Yang, M. She, J. Zhang, X. Chen, Y. Huang, H. Zhu, P. Liu, J. Li, Z. Shi, Sens. Actuators, B 176, 482 (2013)

    Article  CAS  Google Scholar 

  28. L. Yang, W. Zhu, M. Fang, Q. Zhang, C. Li, Spectrochim. Acta, Part A 109, 186 (2013)

    Article  CAS  Google Scholar 

  29. M. Kumar, J.N. Babu, V. Bhalla, J. Inclusion Phenom. Macrocycl. Chem. 66, 139 (2010)

    Article  CAS  Google Scholar 

  30. L. Tang, F. Li, M. Liu, R. Nandhakumar, Spectrochim. Acta, Part A 78, 1168 (2011)

    Article  Google Scholar 

  31. R.M. Izatt, J.S. Bradshaw, S.A. Nielsen, J.D. Lamb, J.J. Christian, D. Sen, Chem. Rev. 85, 271 (1985)

    Article  CAS  Google Scholar 

  32. R.M. Izatt, J.S. Bradshaw, K. Pawlak, J.S. Bradshaw, R.L. Bruening, Chem. Rev. 91, 1721 (1991)

    Article  CAS  Google Scholar 

  33. G.G. Talanova, H.S.Hwang,V.S. Talanov, R.A. Bartsch, Chem. Commun. 1329 (1998)

  34. G.G. Talanova, N.S.A. Elkarim, V.S. Talanov, R.A. Bartsch, Anal. Chem. 71, 3106 (1999)

    Article  CAS  Google Scholar 

  35. G.U. Akkus, S. Memon, M. Sezgin, M. Yilmaz, Clean 37, 109 (2009)

    CAS  Google Scholar 

  36. H.K. Alpoguz, A. Kaya, S. Memon, M. Yilmaz, J. Macromol. Sci. Pure 44, 17 (2007)

    Article  CAS  Google Scholar 

  37. Ü. Ocak, M. Ocak, K. Surowiec, X. Liu, R.A. Bartsch, Tetrahedron Lond. 65, 7038 (2009)

    Article  CAS  Google Scholar 

  38. S. Memon, A.A. Bhatti, A.A. Bhatti, Ü. Ocak, M. Ocak, J. Fluoresc. 25, 1507 (2015)

    Article  CAS  Google Scholar 

  39. S. Memon, A.A. Bhatti, A.A. Bhatti, Ü. Ocak, M. Ocak, J. Iran. Chem. Soc. 12, 1739 (2015)

    Article  CAS  Google Scholar 

  40. S. Memon, A.A. Bhatti, Ü. Ocak, M. Ocak, Poly. Arom. Com. 1–15 (2015)

  41. S. Memon, A.A. Bhatti, Ü. Ocak, M. Ocak, Anal. Meth. 7, 5114 (2015)

    Article  CAS  Google Scholar 

  42. M.A. Qazi, I. Qureshi, S. Memon, J Fluoresc. 21, 1703 (2011)

    Article  CAS  Google Scholar 

  43. M.A. Qazi, Ü. Ocak, M. Ocak, S. Memon, I.B. Solangi, J. Fluores. 23, 575 (2013)

    Article  CAS  Google Scholar 

  44. M.A. Qazi, I. Qureshi, S. Memon, J. Fluoresc. 21, 1231 (2011)

    Article  CAS  Google Scholar 

  45. I.B. Solangi, A.A. Bhatti, M.A. Qazi, S. Memon, M.I. Bhanger, Pak. J. Anal. Environ. Chem. 13, 129 (2012)

    CAS  Google Scholar 

  46. C.D. Gutsche, M. Iqbal, D. Stewart, J. Org. Chem. 51, 742 (1986)

    Article  CAS  Google Scholar 

  47. D. Maity, A. Chakraborty, R. Gunupuruand, P. Paul, Inorg. Chim. Acta 372, 126 (2011)

    Article  CAS  Google Scholar 

  48. X. Chen, R.P.M. Dings, I. Nesmelova, S. Debbert, J.R. Haseman, J. Maxwell, T.R. Hoye, K.H. Mayo, J. Med. Chem. 49, 7754 (2006)

    Article  CAS  Google Scholar 

  49. Z. Liang, Z. Liu, Y. Gao, Spectrochim. Acta. A. 68, 1231 (2007)

    Article  Google Scholar 

  50. C.F. Chow, M.H.W. Lam, W.Y. Wong, Inorg. Chem. 43, 8387 (2004)

    Article  CAS  Google Scholar 

  51. H.A. Benesi, J.H. Hildebrand, J. Am. Chem. Soc. 71, 2703 (1949)

    Article  CAS  Google Scholar 

  52. D.C. Harris, Quantitative Chemical Analysis, 4th edn. (W.H. Freeman & Company, New York, 1995)

  53. Ü. Ocak, M. Ocak, K. Surowiec, X. Liu, R.A. Bartsch, Tetrahedron 65, 7038 (2009)

    Article  CAS  Google Scholar 

Download references

Acknowledgments

We thank the National Center of Excellence in Analytical Chemistry, University of Sindh, Jamshoro/Pakistan and Scientific and Technological Research Council of Turkey (TUBITAK, B.02.1.TBT.0.06.01-216.01/895–6391) for the financial support of this work.

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Authors and Affiliations

  1. National Center of Excellence in Analytical Chemistry, University of Sindh, Jamshoro, 76080, Pakistan

    Shahabuddin Memon, Ashfaque Ali Bhatti & Asif Ali Bhatti

  2. Department of Chemistry, Faculty of Sciences, Karadeniz Technical University, 61080, Trabzon, Turkey

    Ümmühan Ocak & Miraç Ocak

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  1. Shahabuddin Memon
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  2. Ashfaque Ali Bhatti
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  3. Asif Ali Bhatti
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Correspondence to Shahabuddin Memon.

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Memon, S., Bhatti, A.A., Bhatti, A.A. et al. A new calix[4]arene Schiff base sensor for Hg2+ and Au3+ . J IRAN CHEM SOC 13, 2275–2282 (2016). https://doi.org/10.1007/s13738-016-0946-3

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