Triazole-linked amidopyrene-tagged fluorometric probe for Au3+ ions and pH control aggregation-induced emission

In this paper, an amidopyrene-tagged reversible fluorescence probe 1 has been constructed for the detection of Au(III) ions in H2O/CH3CN (4/1, v/v). It is used to identify the Au(III) ions over several metal ions with excellent sensitivity (LOD: 0.061 mu M). The fluorescence quenching of 1 with Au(III) ions might be attributed to the reverse PET process. Probe 1 recognized Au(III) by forming tetravalent geometry with the amide -NH, triazole moiety, free water, and Cl- ion in 1:1 binding mode, which is evidenced by the DFT calculations, FT-IR spectroscopy, and HRMS value of the complex. The application utility of probe 1 was ascertained from the recovery of Au(III) ions from different sources of natural water samples. Interestingly, molecule 1 also showed aggregation-induced emission behavior at basic pH (>10) in H2O/CH3CN medium with high water content. The AIE might be attributed to the formation of self-associates of 1 upon the intermolecular H-bonding interactions between water and donor atom(s) of 1 or the increased polarity of the solvent medium.