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A novel functionalized pillar[5]arene for forming a fluorescent switch and a molecular keypad

Wei, Tai-Bao, Chen, Jin-Fa, Cheng, Xiao-Bin, Li, Hui, Lin, Qi, Yao, Hong, Zhang, You-Ming
RSC advances 2016 v.6 no.70 pp. 65898-65901
analytical kits, aromatic hydrocarbons, binding capacity, cadmium, calcium, cations, chromium, cobalt, copper, detection limit, dimethyl sulfoxide, emissions factor, fluorescence, fluorescence emission spectroscopy, iron, lead, magnesium, mercury, nickel, silver, zinc
We have synthesized a novel functionalized pillar[5]arene (PC5) and used it for fluorescent detection of iron ions (Fe³⁺). It displays a specificity response for iron ions over other common cations (Hg²⁺, Co²⁺, Ca²⁺, Ni²⁺, Pb²⁺, Cd²⁺, Zn²⁺, Cr³⁺, Cu²⁺, Mg²⁺ and Ag⁺) in a solution of DMSO/THF (1 : 4, v/v). Competitive cations did not show any significant changes in emission intensity and the fluorescence spectra detection limit was 1.25 × 10⁻⁸ M, indicating the high selectivity and sensitivity of the sensor to Fe³⁺. It is well known that H₂PO₄⁻ has a binding ability with Fe³⁺ to form the complex (Fe(H₂PO₄)₃), so we designed a fluorescent switch and a molecular keypad of PC5 between Fe³⁺ and H₂PO₄⁻. Furthermore, a thin film based on the PC5 was prepared, which was confirmed to be a convenient test kit for detecting iron ions.