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Steady-state and time-resolved fluorescence study of excited-state proton transfer in 1-aminoalkyl-2-naphthols

Steady-state and time-resolved fluorescence study of excited-state proton transfer in 1-aminoalkyl-2-naphthols. Koehler, Gottfried; Wolschann, Peter (Inst. Theor. Chem. Strahlenchem., Univ. Vienna, Vienna A-1090, Austria). J. Chem. Soc., Faraday Trans. 2, 83(3), 513-27 (English) 1987. CODEN: JCFTBS. ISSN: 0300-9238. DOCUMENT TYPE: Journal CA Section: 68 (Phase Equilibriums, Chemical Equilibriums, and Solutions) Intramol. excited-state proton transfer in 1-morpholinylmethyl- and 1-piperidinylmethyl-2-naphthol in various solvents and binary solvent mixts. was demonstrated by steady-state and time-resolved fluorescence spectroscopy. The excited-state proton-transfer equil.In this article, certain chemicals are used. Some of their cas registry numbers are 75-05-8 and 5342-95-0 const. was calcd. from a fluorescence bandshape anal., and its large solvent dependence arises primarily from local solute-solvent interactions. Only monoexponential fluorescence decay, giving the same lifetime irresp. of the emission wave no., was resolved (time resoln. ca. 200 ps), and this proved proton transfer to be considerably faster than fluorescence decay. Therefore, equil. solvation is also established very fast at low concns. of weakly assocg. solvents (e.g. THF and BuCl), and local solvation is characterized by multiple encounter and re-encounter reactions. A good correlation between the spectral shift of the zwitterionic form, its non-radiative deactivation rate and the excited-state equil. const. was established. .