Coumarin Based Highly Selective “off-on-off” Type Novel Fluorescent Sensor for Cu2+ and S2− in Aqueous Solution

• DOI: 10.1007/s10895-016-1972-3
• Publication Date: 2016-12-19T01:43:41Z
• Authors: Şükriye Nihan Kar...; Furkan Ozen; Kenan Koran; Ibrahim Yilmaz; Ahmet Orhan Gorgulu; Serkan Erdemir
• Keywords: Sulfide; Fluorescent; Coumarin; 01 natural sciences; Copper; Sensor; 0104 chemical sciences

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, 1H, 13C, 13C-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 Cu2+ with high selectivity in aqueous solution (CH3CN/H2O, 9/1, v/v). Once binding with Cu2+, CFHC-Cu2+ 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 CH3CN/H2O (90:10, v/v) under UV excitation (365 nm).