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Bifunctional Calix[4]arene Sensor for Pb(II) and Cr2O7 2− Ions

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Abstract

A readily available chromionophore 5,11,17,23-tetra-tert-butyl-25,27-bis(hydrazidecarbonylmethoxy)-26,28-dihydroxycalix[4]arene (HCC4) was employed as a chromogenic sensing probe selective for Pb(II) and Cr2O7 2− ions among a series of various ions such as Li(I), Na(I), K(I), Rb(I), Ba(II), Sr(II), Al(III), Cd(II), Co(II), Cu(II), Hg(II), Ni(II), Pb(II) and Zn(II) as well as Cr2O7 2−, CH3CO2 −, Br−, Cl−, F−, I−, ClO4 − and NO3 − that have been examined by UV-visible and fluorescence spectroscopic techniques. The HCC4 in DCM-MeCN system forms 2:1 (ligand-metal) complex with Pb(II). It also shows 2:1 stoichiometry with Cr2O7 2−. The complexation phenomenon has been confirmed by FTIR spectroscopy that favors the selective nature of HCC4 with Pb(II) and Cr2O7 2−. Thermal gravimetric analysis (TGA) also supports its utility in drastic conditions.

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References

  1. Steed JW, Atwood JL (2000) Supramolecular chemistry. Wiley, New York

    Google Scholar 

  2. Beer PD, Drew MG, Gradwell KB (2000) J Chem Soc Perkin Trans 2:511

    Google Scholar 

  3. Bianchi A, Bowman-James K, Garcia-Espana E (eds) (1997) Supramolecular chemistry of anions. Wiley-VCH, New York

    Google Scholar 

  4. Hong SJ, Yoo J, Jeong SD, Lee CH (2010) J Incl Phenom Macrocycl Chem 66:209

    Article  CAS  Google Scholar 

  5. Rifai N, Cohen G, Wolf M, Cohen L, Faser C, Savory J, DePalma L (1993) Drug Monit 15:71, and references therein

    Article  CAS  Google Scholar 

  6. Martinez-Manez R, Sancenon F (2003) Chem Rev 103:4419

    Article  PubMed  CAS  Google Scholar 

  7. Matthews SE, Beer PD (2001) In: Asfari Z, Böhmer V, Harrowfield J, Vicens J (eds) Calixarenes, chapter 23. Kluwer Academic, Dordrecht

    Google Scholar 

  8. Yusof AM, Malek NANN (2009) J Hazard Mater 162:1019

    Article  PubMed  CAS  Google Scholar 

  9. Stanic MH, Kalajdžić B, Kuleš M, Velić N (2008) Desalination 229:1

    Article  Google Scholar 

  10. Li F, Zheng Y-M, He J-Z (2009) Sci Total Environ 407:2631

    Article  PubMed  CAS  Google Scholar 

  11. Liu Y, Wang HB, Wong MH, Ye ZH (2009) Environ Int 35:491

    Article  PubMed  CAS  Google Scholar 

  12. Tabakci M, Erdemir S, Yilmaz M (2007) Sep Sci Technol 42:3321

    Article  CAS  Google Scholar 

  13. Burrows D (1983) Chromium: metabolism and toxicity. CRC Press, Boca Raton, p 172

    Google Scholar 

  14. Wittbrodt PR, Palmer CD (1995) Environ Sci Technol 29:255

    Article  PubMed  CAS  Google Scholar 

  15. Shang XF, Lin H, Cai ZS, Lin HK (2007) Talanta 73:296

    Article  PubMed  CAS  Google Scholar 

  16. Clare JP, Ayling AJ, Joos JB, Sisson AL, Magro G, Perez-Payan MN, Lambert TN, Shukla R, Smith BD, Davis AP (2005) J Am Chem Soc 127:10739

    Article  PubMed  CAS  Google Scholar 

  17. Shao J, Lin H, Shang XF, Chen HM, Lin HK (2007) J Incl Phenom Macro 59:371

    Article  CAS  Google Scholar 

  18. Shao J, Lin H, Lin HK (2008) Spectrochim Acta A 70:682

    Article  Google Scholar 

  19. Boiocchi M, Boca LD, Esteban-Gómez D, Fabbrizzi L, Licchelli M, Monzani E (2005) Chem Eur J 11:3097

    Article  PubMed  CAS  Google Scholar 

  20. Shao J, Yu M, Lin H, Lin HK (2008) Spectrochim Acta A 70:1217

    Article  Google Scholar 

  21. Amilan JD, Kumar DK, Ganguly B, Das A (2004) Org Lett 6:3445

    Article  Google Scholar 

  22. Shao J, Lin H, Yu M, Cai ZS, Lin HK (2008) Talanta 75:551

    Article  PubMed  CAS  Google Scholar 

  23. Jose DA, Kar P, Koley D, Ganguly B, Thiel W, Ghosh HN, Das A (2007) Inorg Chem 46:5576

    Article  PubMed  CAS  Google Scholar 

  24. Wang YH, Lin H, Shao J, Cai ZS, Lin HK (2008) Talanta 74:1122

    Article  PubMed  CAS  Google Scholar 

  25. Lin ZH, Ou SJ, Duan CY, Zhang BG, Bai ZP (2006) Chem Commun 6:624

    Article  Google Scholar 

  26. Nielsen KA, Martín-Gomis L, Sarova GH, Sanguinet L, Gross DE, Fernández-Lázaro F, Stein PC, Levillain E, Sessler JL, Guldi DM, Sastre SA, Jeppesen JO (2008) Tetrahedron 64:8449

    Article  CAS  Google Scholar 

  27. Akkus GU, Memon S, Sezgin M, Yilmaz M (2009) Clean: Soil Air Water 37:109

    Article  CAS  Google Scholar 

  28. Gutsche CD (1998) Calixarenes revisited. The Royal Society of Chemistry, Cambridge

    Google Scholar 

  29. Böhmer V, Vicens J (eds) (1991) Calixarenes: a versatile class of macrocyclic compounds. Kluwer Academic Publishers, Dordrecht

    Google Scholar 

  30. Erturun HEK, Yilmaz M, Kılıc E (2007) Sensor Actuat B: Chem 127:497

    Article  Google Scholar 

  31. Qureshi I, Memon S, Yilmaz M (2009) J Hazard Mater 164:675

    Article  PubMed  CAS  Google Scholar 

  32. Memon S, Yilmaz A, Roundhill DM, Yilmaz M (2004) J Macromol Sci A 41:433

    Google Scholar 

  33. Tabakci M, Memon S, Yilmaz M, Roundhill DM (2003) J Incl Phenom Macrocycl Chem 45:265

    Article  CAS  Google Scholar 

  34. Bayrakci M, Ertul S, Yilmaz M (2009) Tetrahedron 65:7963

    Article  CAS  Google Scholar 

  35. Qureshi I, Qazi MA, Memon S (2009) Sensors & Acuators: B. Chemical 141:45

    CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    CAS  Google Scholar 

  38. Qazi MA, Qureshi I, Memon S (2010) New J Chem 34:2579

    Article  CAS  Google Scholar 

  39. Qazi MA, Qureshi I, Memon S (2011) J Fluor 21:1231

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  41. Maity D, Chakraborty A, Gunupuru R, Paul P (2011) Inorg Chimi Acta 372:126

    Article  CAS  Google Scholar 

  42. Pedersen CJ (1968) Fed Proc Fed Am Soc Exp Biol 27:1305

    CAS  Google Scholar 

  43. Deligöz H, Yilmaz M (1995) Solvent Extr Ion Exch 13:19

    Article  Google Scholar 

  44. 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 

  45. Harris DC (1995) Quantitative chemical analysis, 4th edn. W.H. Freeman & Company, New York

  46. Maamar NSB, Jadambaa F, Vocanson F, Meganem C, Felix I, Dumazet-Bonnamour (2009) Supramol Chem 21:450

    Article  Google Scholar 

  47. Shao J, Lin H, Lin H (2008) Talanta 77:273

    Article  PubMed  CAS  Google Scholar 

  48. Chow CF, Lam MHW, Wong WY (2004) Inorg Chem 43:8387

    Article  PubMed  CAS  Google Scholar 

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

    Article  Google Scholar 

  50. Memon S, Yilmaz M (2000) React Funct Polym 44:227

    Article  CAS  Google Scholar 

  51. Memon S, Uysal G, Yilmaz M (2001) J Macromol Sci-Pure Appl Chem A 38:173

    Article  Google Scholar 

Download references

Acknowledgements

We thank the National Centre 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, 76080, Jamshoro, Pakistan

    Mansoor Ahmed Qazi, Shahabuddin Memon & Imam Bakhsh Solangi

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

    Ümmühan Ocak & Miraç Ocak

Authors
  1. Mansoor Ahmed Qazi
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  2. Ümmühan Ocak
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  3. Miraç Ocak
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  4. Shahabuddin Memon
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  5. Imam Bakhsh Solangi
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Correspondence to Shahabuddin Memon.

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Qazi, M.A., Ocak, Ü., Ocak, M. et al. Bifunctional Calix[4]arene Sensor for Pb(II) and Cr2O7 2− Ions. J Fluoresc 23, 575–590 (2013). https://doi.org/10.1007/s10895-013-1200-3

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  • DOI: https://doi.org/10.1007/s10895-013-1200-3

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