Abstract
The photochemical properties of the naphthol-styrylquinoline dyad 2-(E)-{4-[4-(3-hydroxynaphthalen-2-yloxy)butoxy]styryl}quinoline (SQ4Np) have been investigated. It has been found that the excited-state acidity of the styrylquinoline (SQ) moiety is reduced by six orders of magnitude and that of the naphthol (Np) moiety increases by four orders of magnitude. As part of the dyad in the neutral and protonated forms, the SQ moiety retains a high photoisomerization quantum yield characteristic of model styrylquinoline. Deprotonation of the Np moiety of the dyad reduces the SQ photoisomerization quantum yields, presumably because of the formation of intramolecular complexes (exciplexes) or energy transfer to the Np anion.
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