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Study on the Self-Assembling Properties of a Chiral Oligop-Phenyleneethynylene Derivative

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Supramolecular chirality plays a significant role in regulating the self-assembling as well as photophysical properties of molecules. Here, synthesis, characterization and supramolecular properties of an amide functionalized chiral oligo(p-phenyleneethynylene) molecule are described. The molecule was synthesized by multi-step synthetic pathway, which mainly based on palladium catalyzed Sonogashira-Hagihara coupling. The molecule was characterized using 1H NMR, 13C NMR, FT-IR spectroscopy and mass spectrometry. The aggregation behavior of this molecule was investigated in both chloroform and n-decane. The molecule shows high solubility in chloroform, whereas aggregation occurred in non-polar solvent such as n-decane. The aggregation behavior of the molecule was monitored by variable temperature UV/Vis and fluorescence spectroscopy. The molecule shows aggregation induced enhanced emission (AIEE) behavior. Chiroptical properties of molecule in the aggregated state were monitored by circular dichroism (CD) spectroscopy. Morphological characterization and mechanochromic properties were studied using fluorescence microscopy.

Keywords:Supramolecular, photophysical, Sonogashira-Hagihara, mechanochromic.


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