Skip to main content
Log in

Hg(II) Selective Complexation by Chromoionophoric Calix[4]arene Derivative

  • Original Paper
  • Published:
Journal of Fluorescence Aims and scope Submit manuscript

Abstract

The present article describes an exploration regarding Hg(II) selective complexation behavior of 5,11,17,23-tetrakis[(N,N-dimethylamino)methyl]-25,26,27,28-tetrahydroxycalix[4]arene (4). The binding affinity of 4 toward selected transition metal ions such as Cd(II), Co(II), Cu(II), Hg(II), Ni(II), Pb(II) and Zn(II) have been investigated by UV-visible and fluorescence spectroscopies. From the results it has been noticed that 4 confers a pronounced preference for Hg(II) in complexation phenomenon even in the presence of other metal ions. The results of Job’s plot analysis reveal 1:1 host-guest complex formation between Hg(II) and 4. The FT-IR spectroscopy also supports the complexation affinity of 4 for Hg(II).

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10
Fig. 11
Fig. 12
Fig. 13

Similar content being viewed by others

References

  1. Renzoni A, Zino F, Franchi E (1998) Environ Re Sect A 77:68

    Article  CAS  Google Scholar 

  2. Tchounwou PB, Ayensu WK, Ninashvili N, Sutton D (2003) Environ Toxicol 18:149

    Article  PubMed  CAS  Google Scholar 

  3. Gutsche CD, Stoddart JF (1998) EDs.; calixarenes revisited, monographs in supramolecular chemistry; RSC, Cambridge

  4. Bohmer V, Vicens J (1991) Calixarenes: a versatile class of macrocyclic compounds. Kluwer Academic, Dordrecht

    Google Scholar 

  5. Bohmer V (1995) Angew Chem Int Ed Engl 34:713

    Article  Google Scholar 

  6. Othman AB, Lee JW, Wu JS, Kim JS, Abidi R, Thuéry P, Strub JM, Dorsselaer AV, Vicens J (2007) J Org Chem 72:7634

    Article  PubMed  Google Scholar 

  7. Yuan MJ, Zhou WD, Liu XF, Zhu M, Li JB, Yin XD, Zheng HY, Zuo ZC, Ouyang CB, Liu HB, Li YL, Zhu DB (2008) J Org Chem 73:5008

    Article  PubMed  CAS  Google Scholar 

  8. Qazi MA, Qureshi I, Memon S (2010) Pak J Anal Environ Chem 11:53

    CAS  Google Scholar 

  9. Dhir A, Bhalla V, Kumar M (2008) Org Lett 10:4891

    Article  PubMed  CAS  Google Scholar 

  10. Ho M-L, Chen K-Y, Wu L-C, Shen J-Y, Lee G-H, Ko M-J, Wang C-C, Lee J-F, Chou P-T (2008) Chem Commun 2438

  11. Ou SJ, Lin ZH, Duan CY, Zhang HT, Bai ZP (2006) Chem Commun 4392

  12. Avirah RR, Jyothish K, Ramaiah D (2007) Org Lett 9:121

    Article  PubMed  CAS  Google Scholar 

  13. Song KC, Kim JS, Park SM, Chung K, Ahn S, Chang S (2006) Org Lett 8:3413

    Article  PubMed  CAS  Google Scholar 

  14. Zhang H, Han LF, Zachariasse KA, Jiang YB (2005) Org Lett 7:4217

    Article  PubMed  CAS  Google Scholar 

  15. Yoon S, Miller EW, He Q, Do PH, Chang CJ (2007) Angew Chem Int Ed 46:6658

    Article  CAS  Google Scholar 

  16. Nolan EM, Lippard SJ (2007) J Am Chem Soc 129:5910

    Article  PubMed  CAS  Google Scholar 

  17. Yoon S, Albers AE, Wong AP, Chang CJ (2005) J Am Chem Soc 127:16030

    Article  PubMed  CAS  Google Scholar 

  18. Choi MG, Ryu DH, Jeon HL, Cha S, Cho J, Joo HH, Hong KS, Lee C, Ahn S, Chang S (2008) Org Lett 10:3717

    Article  PubMed  CAS  Google Scholar 

  19. Zheng H, Qian ZH, Xu L, Yuan FF, Lan LD, Xu JG (2006) Org Lett 8:859

    Article  PubMed  CAS  Google Scholar 

  20. Kim HN, Lee MH, Kim HJ, Kim JS, Yoon J (2008) Chem Soc Rev 37:1465

    Article  PubMed  CAS  Google Scholar 

  21. Wu JS, Hwang IC, Kim KS, Kim JS (2007) Org Lett 9:907

    Article  PubMed  Google Scholar 

  22. Yang YK, Yook KJ, Tae JS (2005) J Am Chem Soc 127:16760

    Article  PubMed  CAS  Google Scholar 

  23. Yang H, Zhou ZG, Huang KW, Yu MX, Li FY, Yi T, Huang CH (2007) Org Lett 94:729

    Google Scholar 

  24. Wu F-Y, Zhao Y, Ji Z-J, Wu Y-M (2007) J Fluoresc 17:460

    Article  PubMed  CAS  Google Scholar 

  25. Shiraishi Y, Sumiya S, Kohno Y, Hirai T (2007) J Org Chem 73:8571

    Article  Google Scholar 

  26. Kim JS, Choi MGM, Song KC, No KT, Ahn S, Chang S (2007) Org Lett 9:1129

    Article  PubMed  CAS  Google Scholar 

  27. Martinez R, Espinosa A, Tárraga A, Molina P (2005) Org Lett 75:869

    Google Scholar 

  28. Wang JB, Qian XH (2006) Chem Commun 109

  29. Liu B, Tian H (2005) Chem Commun 3156

  30. Wang JB, Qian XH (2006) Org Lett 8:3721

    Article  PubMed  CAS  Google Scholar 

  31. Zhu M, Yuan M, Liu X, Xu J, Lv J, Huang C, Liu H, Li Y, Wang S, Zhu D (2008) Org Lett 10:1481

    Article  PubMed  CAS  Google Scholar 

  32. Ha-Thi M, Penhoat M, Michelet V, Leray I (2007) Org Lett 9:1133

    Article  PubMed  CAS  Google Scholar 

  33. Yuan M, Li Y, Li J, Li C, Liu X, Lv J, Xu J, Liu H, Wang S, Zhu D (2007) Org Lett 9:2313

    Article  PubMed  CAS  Google Scholar 

  34. Shiraishi Y, Maehara H, Ishizumi K, Hirai T (2007) Org Lett 9:3125

    Article  PubMed  CAS  Google Scholar 

  35. Chen Q-Y, Chen C-F (2005) Tetrahedron Lett 46:165

    Article  Google Scholar 

  36. Izatt RM, Bradshaw JS, Nielsen SA, Lamb JD, Christian JJ, Sen D (1985) Chem Rev 85:271

    Article  CAS  Google Scholar 

  37. Izatt RM, Bradshaw JS, Pawlak K, Bradshaw JS, Bruening RL (1991) Chem Rev 91:1721

    Article  CAS  Google Scholar 

  38. Qazi MA, Qureshi I, Memon S (2010) J Mol Struct 975:69

    Article  CAS  Google Scholar 

  39. Gutsche CD, Iqbal M, Stewart D (1986) J Org Chem 51:742

    Article  CAS  Google Scholar 

  40. Gutsche CD, Lin L-G (1986) Tetrahedron 42:1633

    Article  CAS  Google Scholar 

  41. Gutsche CD, Nam KC (1980) J Am Chem Soc 110:6153

    Article  Google Scholar 

  42. Lim SF, Zheng Y-M, Zou S-W, Chen JP (2008) Enviorn Sci Technol 42:2551

    Article  CAS  Google Scholar 

  43. Harris DC (1995) Quantitative chemical analysis, fourth Ed

  44. Harikrishnan U, Menon SK (2008) Dyes and Pigments 77:462

    Article  CAS  Google Scholar 

  45. Shirshov YM, Zynio SA, Matsas EP, Beketov GV, Prokhorovich AV, Venger EF (1997) Supramol Sci 4:491

    Article  CAS  Google Scholar 

  46. Máté SK, Bitter I, Grün A, Nagy G, Kollár L (2002) Anal Chim Acta 461:273

    Article  Google Scholar 

  47. Verlagder Zeitschrift für Naturforschung, Tübingen ! http://www.znaturforsch.com

  48. Maamar SB, Jadambaa N, Vocanson F, Meganem F, Felix C, Bonnamour ID (2009) Supramol Chem 21:450

    Article  Google Scholar 

  49. Kao TL, Wang CC, Pan YT, Shiao YJ, Yen JY, Shu CM, Lee GH, Peng SM, Chaung WS (2005) J Org Chem 70:2912

    Article  PubMed  CAS  Google Scholar 

  50. Kram TC, Lurie IS (1992) Forensic Sci Int 55:131/7

    Article  Google Scholar 

  51. Qazi MA, Qureshi I, Memon S (2010) Pak J Anal Environ Chem 11:53

    CAS  Google Scholar 

  52. Sigel H, Martin RB (1982) Chem Rev 82:385

    Article  CAS  Google Scholar 

  53. Mackay KM, Mackay RA (1981) Introduction to modern inorganic chemistry, 3rd edn. International Textbook Company, London

    Google Scholar 

  54. Kim JS, Quang DT (2007) Chem Rev 107:3780

    Article  PubMed  CAS  Google Scholar 

  55. Valeur B (2001) Molecular fluorescence: principles and applications. Wiley-VCH, Verlag GmbH

Download references

Acknowledgements

We thank the National Centre of Excellence in Analytical Chemistry, University of Sindh, Jamshoro/Pakistan for the financial support of this work.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Shahabuddin Memon.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Qazi, M.A., Qureshi, I. & Memon, S. Hg(II) Selective Complexation by Chromoionophoric Calix[4]arene Derivative. J Fluoresc 21, 1231–1238 (2011). https://doi.org/10.1007/s10895-010-0802-2

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10895-010-0802-2

Keywords

Navigation