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A New Fluorescent “Turn-Off” Coumarin-Based Chemosensor: Synthesis, Structure and Cu-Selective Fluorescent Sensing in Water Samples

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Abstract

We report the synthesis and characterization two coumarin-based fluorescence probes, N′-{[7-(diethylamino)-2-oxo-2H-chromen-3-yl]carbonyl}pyridine-3-carbohydrazide (3) and N′-benzoyl-7-(diethylamino)-2-oxo-2H-chromene-3-carbohydrazide (4), proposed as a novel fluorescent chemosensor. The two probes designed showed an instant turn-off fluorescence response to Cu2+ over other metal ions in ethanol-water mixture based on intramolecular charge transfer (ICT). It was found that pyridine-analogue coumarin is highly selective and sensitive sensor for Cu2+. The 3 sensor coordinates Cu2+ in 1:1 stoichiometry with a binding constant, Ka = 5.22 M−1 and the detection limit was calculated 1.97 × 10−9 M.

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Acknowledgements

This work was supported by Recep Tayyip Erdogan University Scientific Research Project Unit (RTEUBAP) under the project number of FBA-2016-662. The authors thank all the colleagues in the project unit for their supportive attitude.

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Authors and Affiliations

  1. Vocational School of Technical Studies, Department of Chemistry and Chemical Processing Technology, Recep Tayyip Erdogan University, Rize, Turkey

    Kaan Karaoglu

  2. Faculty of Arts and Sciences, Department of Chemistry, Recep Tayyip Erdogan University, Rize, Turkey

    Fatih Yilmaz & Emre Menteşe

Authors
  1. Kaan Karaoglu
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  2. Fatih Yilmaz
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  3. Emre Menteşe
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Correspondence to Kaan Karaoglu.

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Karaoglu, K., Yilmaz, F. & Menteşe, E. A New Fluorescent “Turn-Off” Coumarin-Based Chemosensor: Synthesis, Structure and Cu-Selective Fluorescent Sensing in Water Samples. J Fluoresc 27, 1293–1298 (2017). https://doi.org/10.1007/s10895-017-2062-x

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  • DOI: https://doi.org/10.1007/s10895-017-2062-x

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