pH-responsive molecular assemblies of pyridylbutadiene derivative with cucurbit[7]uril |
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| Authors: | Anuji K Vasu Raman Khurana Jyotirmayee Mohanty Sriram Kanvah |
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| Institution: | Department of Chemistry, Indian Institute of Technology Gandhinagar, Palaj, Gandhinagar 382 355 India.; Radiation & Photochemistry Division, Bhabha Atomic Research Centre, Mumbai 400085 India.; Homi Bhabha National Institute, Training School Complex, Anushaktinagar, Mumbai 400094 India |
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| Abstract: | The interaction between red-emitting pyridinium derivative 4-((1E,3E)-4-(4-(dimethylamino)phenyl)buta-1,3-dien-1-yl)-1-methylpyridin-1-ium] (DABP) and cucurbit7]uril was investigated using optical absorption, steady-state and time-resolved fluorescence and anisotropy measurements. The changes in the UV/Vis absorption, fluorescence spectral characteristics and lifetime, with a change in pH, reveal efficient binding of CB7 to the dye molecule. The cucurbit7]uril encapsulated DABP brings ∼1.5 units upward pKa shift. The formation of supramolecular assemblies with 1 : 1 and 2 : 1 host–guest stoichiometries with CB7 at different pH conditions have been verified from 1H NMR, isothermal titration calorimetric studies and geometry optimization calculations. CB7-dye complexation and the ensuing morphological changes were revealed by SEM, AFM and optical microscopy images. This pH-responsive supramolecular assemblies of red-emitting DABP dye can find potential applications in biological imaging, optical pH-sensor and the construction of building blocks for the supramolecular architectures.pH-responsive emission behavior of supramolecular complexes between pyridylbutadiene with CB7 and formation of molecular assemblies is described. |
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