Abstract

AbstractA pseudo‐Crown ether (open chained podand) containing two rigid and bulky perylene diimide units as terminal end‐group (diPDI 2) has been synthesized. The diPDI 2 selectively binds with Pb2+ ions to form 2 : 1 sandwich type complex (Job's plot, NMR and SPECFIT) in solution. The complexation led to significant changes in fluorescence and absorbance; in NMR chemical shifts (Δδ=0.5–0.6 ppm) and in size of the aggregates (DLS, AFM). We further demonstrated formation of diPDI 2‐Pb2+ host‐guest supramolecular complex using Cyclic voltammetry (CV), powder X‐ray diffraction, thermogravimetry (TGA), Infrared, Raman spectroscopies. The Hill coefficient (nH) value of >3.7 indicates cooperativity in Pb2+ binding process at high concentrations. We also demonstrated utility of diPDI 2+Pb2+ complex in a ‘turn‐on’ sensing of biological relevant amines such as spermine and diethanolamine (DEA) using displacement approach. The dissociation of diPDI 2+Pb2+ complex with these amines via sequestration of Pb2+ results in restoration of optical and NMR chemical shift signals. The reversibility of diPDI 2+Pb2+ complex with DEA offers fabrication of IMPLICATION logic gate.

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