Abstract

The spectral-luminescent properties of the naphthol-styrylquinoline dyad 2-(E)-{4-[4-(3-hydroxynaphthalen-2-yloxybutoxy]styryl}quinoline (SQ4Np) have been investigated. Fluorescence quenching of the naphthol (Np) moiety via energy transfer to the styrylquinoline (SQ) moiety has been observed upon dyad excitation. A comparison of stationary and time-resolved fluorescent spectroscopy data has revealed two groups of conformers, for which the energy-transfer rate constants differ by more than two orders of magnitude. According to quantum-chemical calculations (B3LYP/6-31G* method), the s-cis-conformation of the SQ fragment is the most stable SQ4Np conformer with the all-trans-conformation of the dioxytetramethylene bridge and intramolecular hydrogen bond in the Np moiety; the van der Waals size of this conformer is 2.90 nm, which is less than the calculated Forster radius of R0 = 3.8 nm.

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