Abstract
Rational design of 1, 2- alternate thiacalix [4]arene-based fluorophore with efficient detection heavy metal cation (Ag+) is still challenging. In this paper, a novel thiacalix [4]arene probe (s2) connecting a mono- 4-chloro-7-nitrobenzofurazan (NBD-Cl) group substituted with colorimetric and fluorogenic 1, 2- alternate chemosensor which characteristics by UV–vis absorption and fluorescence spectroscopy is synthesized. When s2 reacted with Ag + ion, it exhibited highly sensitive ratiometric recognition to Ag + ions. Chemosensor s2 has shown a wide dynamic concentration range with a detection limit of 7.6 × 10−9 M for Ag+ in THF/H2O buffer solution, and the recognition mechanism between s2 and Ag + ion has been confirmed by various characterization techniques such as mass spectroscopy and 1H NMR titrations. Obviously ICT effect took part in banding process from the chemosensor to Ag + cation and the formation of 1:1 complex between s2 and Ag+ from Job's plot in absorbance and FL spectrum results. Furthermore, the probe s2 also successfully applied to image Ag + ion in living PC3 cells.
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