Abstract

An asymmetrical diarylethene (1O) with a bi-8-carboxamidoquinoline unit was synthesized. Its photochromic and fluorescence performances on stimulation with both light and metal ions showed that the diarylethene could serve as a highly selective ratiometric fluorescent chemosensor to detect Zn2+ ions based on internal charge transfer and chelation-enhanced fluorescence processes. The diarylethene could selectively discriminate Zn2+ from Cd2+ in acetonitrile. Furthermore, Job's plots based on fluorescence titration and electrospray ionization mass spectrometry analysis showed 1 : 1 binding stoichiometry between 1O and Zn2+ . The binding constant of 1O with Zn2+ , estimated using the Benesi-Hildebrand method, and the limit of detection were 3.37 × 105 M-1 and 4.6 × 10-8 mol/L, respectively. Additionally, the light and metal-responsive fluorescence behavior of 1O was used successfully to construct a molecular logic circuit with four inputs and one output. Copyright © 2016 John Wiley & Sons, Ltd.

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