A Highly Sensitive “ON-OFF-ON” Dual Optical Sensor for Cu(II) Ion and Triazole Pesticides Based on Novel BODIPY-Substituted Cavitand
The synthesis with full structural characterization including elemental analysis and 1H, 13C, 11B and 19F NMR, FT-IR and MALDI-TOF spectral data, along with florescent sensing behavior of a new resorcinarene cavitand 3 bearing multiple BODIPY sites achieved by the Cu-catalyzed azide-alkyne cycloaddition (CuAAC) is being reported. The spatial orientation of the multiple BODIPY-1,2,3-triazole arms based on the macrocyclic rigid core is of a great interest, since the resulted structure has been utilized as a fluorescent chemosensor for a variety of metal cations. Specifically, a remarkable decrease in fluorescence emission toward Cu(II) ions, i.e. “turn-off” response, has been obtained giving rise to an optical sensor to triazole bearing fungicides namely tebuconazole, triadimenol, triadimefon i.e. “turn-on” response. Such molecular system, hence, can be feasibly applied as a dual optical sensor, i.e. “a turn-on-off-on” system, for dangerous contaminants, e.g. heavy metals and pesticides.