Solvent free synthesis of 6,7-dihydroxy-3-(3-chlorophenyl) coumarin (CFHC) was designed and obtained by the interaction of 2-(2,4,5-trimethoxyphenyl)-1-(3-chlorophenyl)acrylonitrile with pyridinium hydrochloride in the presence of silica gel by using microwave irradiation. The characterization of CFHC was confirmed by FT-IR, H, C, C-APT and 2D HETCOR spectroscopy methods. The optical behavior of CFHC towards metal ions was investigated by UV-visible and fluorescence spectroscopy. CFHC showed "on-off" type fluorescence response towards Cu with high selectivity in aqueous solution (CHCN/HO, 9/1, v/v). Once binding with Cu, CFHC-Cu complex also displayed high selectivity for sulfide, resulting in "off-on" type sensing of sulfide anion. Graphical abstract Visual fluorescence changes upon addition of various metal ions (5.0 eq.) to CFHC in CHCN/HO (90:10, v/v) under UV excitation (365 nm).

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http://dx.doi.org/10.1007/s10895-016-1972-3DOI Listing

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