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Spectral and Acid–Base Properties of Arylidene Derivatives of Dicyclopentano[b,e]pyridines Serving as Fluorescent pH-Indicators
Authors:Valyuk  V. F.  Pivovarenko  V. G.  Grigorovich  A. V.  Doroshenko  A. O.
Affiliation:(1) Taras Shevchenko Kyiv National University, 64 Volodymyrs'ka Vul., 01033, Kyiv, Ukraine;(2) Chemistry Research Institute, V. N. Karazin Kharkiv National University, 4 Svobody Pl., 61077, Kharkiv, Ukraine
Abstract:The bathochromic shifts of absorption and emission bands upon the protonation of dicyclopentano[b,e]pyridines fall in the range of 3500-5500 cm–1. Both the neutral and protonated forms show high fluorescence quantum yields. The spectral and acid–base properties of these compounds may be varied within a broad range by introducing electron-donor substituents into the aromatic side rings. The protonation constants in the ground and excited states of each of these compounds have similar values as a result of steric hindrance arising upon protonation of the pyridine nitrogen atom.
Keywords:dicyclopentano[b,e]pyridines  fluorescent pH-indicators  electronic absorption spectra  fluorescence spectra
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