Abstract
Femtosecond time-resolved absorption spectra of two structurally related, internally H-bonded Schiff bases are reported. The 2-hydroxynaphthylidene-1′-naphthylamine (HNAN) stable as an enol tautomer undergoes an ultrafast excited state intramolecular proton transfer, while the 2-hydroxynaphthylidene-(8′-aminoquinoline) (HNAQ), stable as a keto structure, reveals unusual relaxation routes after electronic excitation. In particular, the rise of the bleaching band with the characteristic time of ∼700 fs was found and attributed to a gradual population of the S 1 fluorescent state from a ‘hot’ excited state. The results accompanied by TDDFT calculations are used to construct the diagram of relaxation routes of an excited HNAQ molecule.
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