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Fluorogenic ferrocenyl Schiff base for Zn2+ and Cd2+ detection

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Abstract

A novel sensor based on acetylferrocene-containing Schiff base (ASB) was synthesized by reaction of α-chloroacetylferrocene and N-(salicylidene)-l-valinmethylester. The structure of the compound was characterized by using elemental analysis and Fourier-transform infrared (FT-IR), 1H nuclear magnetic resonance (NMR), and 13C NMR spectroscopy. Its metal-cation-sensing properties were investigated spectrofluorometrically. ASB served as selective chemosensor for Zn2+ and Cd2+ towards alkali, alkaline-earth, and various heavy-metal ions. It showed significant fluorescence enhancement for Zn2+ and Cd2+ ions, stemming from C=N isomerization and chelation-enhanced fluorescence. The binding modes of the complexes were determined to have 1:1 complexation stoichiometry, and the binding constants were calculated as (6.93 ± 0.25) × 106 M−1 for ASB·Zn 2+ and (7.49 ± 0.18) × 105 M−1 for ASB·Cd 2+ using the nonlinear curve-fitting method.

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Notes

  1. The CHEF is defined as I max/I 0, where I max corresponds to the maximum emission intensity of the receptor–metal complex, while I 0 is the maximum emission intensity of the free receptor. For recent and relevant examples of heavy- and transition-metal cation (HTM) chemosensors based on chelation-enhanced fluorescence (CHEF).

  2. Guidance for industry Q2B validation of analytical procedures: methodology, Nov 1996.

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Acknowledgments

This work was supported by Scientific Research Projects (BAP 13201019) of Selcuk University.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Selcuk University, 42130, Konya, Turkey

    Mukerrem Findik, Asuman Ucar, Ersin Guler & Emine Ozcan

  2. Chemistry Department, Ahmet Kelesoglu Education Faculty, Necmettin Erbakan University, 42090, Konya, Turkey

    Haluk Bingol

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  1. Mukerrem Findik
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  2. Asuman Ucar
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  3. Haluk Bingol
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  4. Ersin Guler
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Correspondence to Mukerrem Findik.

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Findik, M., Ucar, A., Bingol, H. et al. Fluorogenic ferrocenyl Schiff base for Zn2+ and Cd2+ detection. Res Chem Intermed 43, 401–412 (2017). https://doi.org/10.1007/s11164-016-2630-8

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