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Excited-State Proton Transfer of Cyanonaphthols in Protic Ionic Liquids: Appearance of a New Fluorescent Species.
Fujii, Kaori; Yasaka, Yoshiro; Ueno, Masakatsu; Koyanagi, Yoshinari; Kasuga, Sora; Matano, Yoshihiro; Kimura, Yoshifumi.
Afiliación
  • Fujii K; Department of Applied Chemistry, Graduate School of Science and Engineering and ‡Department of Molecular Chemistry and Biochemistry, Faculty of Science and Engineering, Doshisha University , Kyotanabe, Kyoto 610-0321, Japan.
  • Yasaka Y; Department of Fundamental Sciences, Graduate School of Science and Technology and ∥Department of Chemistry, Faculty of Science, Niigata University , Nishi-ku, Niigata 950-2181, Japan.
  • Ueno M; Department of Applied Chemistry, Graduate School of Science and Engineering and ‡Department of Molecular Chemistry and Biochemistry, Faculty of Science and Engineering, Doshisha University , Kyotanabe, Kyoto 610-0321, Japan.
  • Koyanagi Y; Department of Fundamental Sciences, Graduate School of Science and Technology and ∥Department of Chemistry, Faculty of Science, Niigata University , Nishi-ku, Niigata 950-2181, Japan.
  • Kasuga S; Department of Applied Chemistry, Graduate School of Science and Engineering and ‡Department of Molecular Chemistry and Biochemistry, Faculty of Science and Engineering, Doshisha University , Kyotanabe, Kyoto 610-0321, Japan.
  • Matano Y; Department of Fundamental Sciences, Graduate School of Science and Technology and ∥Department of Chemistry, Faculty of Science, Niigata University , Nishi-ku, Niigata 950-2181, Japan.
  • Kimura Y; Department of Applied Chemistry, Graduate School of Science and Engineering and ‡Department of Molecular Chemistry and Biochemistry, Faculty of Science and Engineering, Doshisha University , Kyotanabe, Kyoto 610-0321, Japan.
J Phys Chem B ; 121(24): 6042-6049, 2017 06 22.
Article en En | MEDLINE | ID: mdl-28594173
ABSTRACT
Excited-state proton transfer (ESPT) of 5-cyano-2-naphthol (5CN2) and 5,8-dicyano-2-naphthol (DCN2) in three different protic ionic liquids (PILs), triethylammonium trifluoromethanesulfonate ([N222H][CF3SO3]), triethylammonium methanesulfonate ([N222H][CH3SO3]), and triethylammonium trifluoroacetate ([N222H][CF3COO]), was studied by time-resolved fluorescence. In [N222H][CF3SO3], both 5CN2 and DCN2 showed fluorescence only from ROH* (normal form of substituted naphthol in the excited states), indicating that no ESPT occurred in [N222H][CF3SO3]. For 5CN2 in [N222H][CH3SO3], fluorescence bands from ROH* and RO-* (anionic form of substituted naphthol in the excited states) were observed, indicating that 5CN2 could dissociate proton to surrounding solvents and form RO-*. More interestingly, 5CN2 in [N222H][CF3COO] and DCN2 in [N222H][CH3SO3] and [N222H][CF3COO] showed an anomalous fluorescence band around 470 nm (5CN2) or around 520 nm (DCN2) which has not been reported previously. The kinetics of each fluorescent component of 5CN2 and DCN2 was analyzed on the basis of the time profile of fluorescence intensity. Plausible ESPT schemes of 5CN2 and DCN2 were discussed on the basis of the kinetics and the basicity of anion in PILs.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Phys Chem B Asunto de la revista: QUIMICA Año: 2017 Tipo del documento: Article País de afiliación: Japón
Texto completo
Añadir a Mi BVS
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XML
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Phys Chem B Asunto de la revista: QUIMICA Año: 2017 Tipo del documento: Article País de afiliación: Japón