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Calix Receptor Edifice; Scrupulous Turn Off Fluorescent Sensor for Fe(III), Co(II) and Cu(II)

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Abstract

Novel Supramolecular fluorescence receptor derived from calix-system i.e. calix[4]resorcinarene bearing dansylchloride as fluorophore was designed and synthesized. The compound was purified by column chromatography and characterized by elemental analysis, NMR and Mass spectroscopy. Tetradansylated calix[4] resorcinarene (TDCR) shows a boat conformation with C2v symmetry. The complexation behaviour of metal cations [Ag(I), Cd(II), Co(II), Fe(III), Hg(II), Cu(II), Pb(II), Zn(II), U(VI) (1 × 10-4 M)] with tetra dansylated calix[4]resorcinarene (1 × 10-6 M) was studied by spectophotometry and spectrofluorometry. Red shift in the absorption spectra led us to conclude that there is strong complexation Fe(III), Co(II) and Cu(II) with TDCR. These metal cations also produce quenching with red shifts in the emission spectra. The maximum quenching in emission intensity was observed in the case of Fe(III) and its binding constant was also found to be significantly higher than that of Co(II) and Cu(II). Quantum yield of metal complexes of Fe(III) was found to be lower in comparison with Co(II) and Cu(II) complexes. Stern Volmer analysis indicates that the mechanism of fluorescence quenching is either purely dynamic, or purely static.

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Acknowledgments

The authors gratefully acknowledge the financial assistance provided by University Grant Commission (UGC), New Delhi. The authors also acknowledge CDRI (Lucknow), GFSU (Gandhinagar) and CSMCRI (Bhavanagar) for providing instrumental facilities and INFLIBNET, Ahmedabad, for e-journals.

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Authors and Affiliations

  1. Department of Chemistry, School of Sciences, Gujarat University, Ahmedabad, 380009, India

    Keyur D. Bhatt, Hrishikesh S. Gupte, Bharat A. Makwana, Disha J. Vyas & Vinod K. Jain

  2. Analytical Science Division, Central Salt and Marine Chemicals Research Institute (Constituents of CSIR, New Delhi), G.B. Marg, Bhavnagar, 364002, India

    Debdeep Maity

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  1. Keyur D. Bhatt
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Correspondence to Vinod K. Jain.

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ESM 1

Fig. 7. Quenching Comparison of metal ions (Fe(III), Co(II) and Cu(II)) with their intensity. Fig. 8. Graph of % quenching of TDCR with various metal ions. Fig. 9 Color changes of TDCR in Methanol (20μM) in the presence of 20 eq. of metal ions. Fig. 10 Graphical abstract. Fig. 11. NMR Spectra of ligand CR and TDCR. Fig. 12 Mass Spectra of ligand CR and TDCR. (PDF 347 kb)

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Bhatt, K.D., Gupte, H.S., Makwana, B.A. et al. Calix Receptor Edifice; Scrupulous Turn Off Fluorescent Sensor for Fe(III), Co(II) and Cu(II). J Fluoresc 22, 1493–1500 (2012). https://doi.org/10.1007/s10895-012-1086-5

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