Abstract

This work represents a continuation of our systematic spectroscopic studies of organic donor (D)-acceptor (A) molecule - ethyl 5-(4-dimethylaminophenyl)-3-amino-2,4-dicyanobenzoate (EDMAADCy) - which undergoes excited-state intramolecular charge transfer (ICT) process. The relation between concentration-dependent spectral behaviour and molecular conformations of EDMAADCy has been studied using steady-state and time-resolved spectroscopic techniques and quantum-chemical calculations. The observation- and excitation-wavelength dependence of the fluorescence excitation and emission spectra, as well as fluorescence decay profiles observed at different solute concentrations were interpreted in terms of concentration-induced planarization model. Then, investigated dye has been employed as a guest to probe ICT within the interior of the host γ-cyclodextrins (γ-CD) in DMSO and DMSO-water binary mixture. The obtained spectroscopic results were used to calculate, according to Benesi–Hildebrand's plot, equilibrium constants of the EDMAADCy-γ-CD inclusion complexes. Finally, performed analysis indicates also that specific solute-solvent interaction (hydrogen bonds) occurring in the DMSO-water system has a significant influence on the stability of inclusion complexes.

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