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The effects of fluorinated hydroxy compounds and naphthalene on the fluorescence of N-(4-pyridyl)-1,2naphthalimide (PyNI) have been studied in toluene. The interaction of the pyridyl moiety of PyNI with hexafluoro-2-propanol (HFIP) gave rise to a hydrogen-bonded complex, whereas a more stable, hydrogen-bonded ion pair was formed with trifluoroacetic acid (TFA). Time-resolved fluorescence measurements demonstrate that hydrogen bonding with HFIP is a reversible process, even in the excited state,doi:10.1039/b316049a pmid:15052368 fatcat:r2q377zw3jcyfjch74sanykvwi