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A New Fluorescent "Turn-Off" Coumarin-Based Chemosensor: Synthesis, Structure and Cu-Selective Fluorescent Sensing in
Kaan Karaoglu1, Fatih Yilmaz2, Emre Menteşe2
1Vocational School of Technical Studies, Department of Chemistry and Chemical Processing Technology, Recep Tayyip Erdogan University, Rize, Turkey. kaan.karaoglu@erdogan.edu.tr.
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.
