A new fluorescent "turn-off" coumarin-based chemosensor: Synthesis, structure and Cu-selective fluorescent sensing in water samples

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, K-a = 5.22 M-1 and the detection limit was calculated 1.97 x 10(-9) M.