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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Greater fluorescence from styrylpyridinium dye upon complexation with cyclodextrin derivatives through a pi-pi
Iwao Suzuki1, Chiaki Nakayama, Mihoko Ui
1Graduate School of Pharmaceutical Sciences, Tohoku University, Sendai, Japan. isuzuki@mail.pharm.tohoku.ac.jp
Abstract:
The fluorescence of 4-(4'-dimethylamino)styryl-1-methylpyridinium (C1SP) was enhanced by more than 33-fold by complexation with beta-cyclodextrin (beta-CD) bearing a naphthalene, pyrene, or phenylboronic acid group. The great enhancement of the fluorescence of C1SP was due to a pi-pi stacking interaction, by which the bond rotation of C1SP was effectively suppressed. The results indicate that C1SP and structurally related hemicyanine dyes potentially become powerful fluorescent indicators for aromatic compounds through the pi-pi stacking interaction in water.
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