TITLE:
Synthesis and Photophophysical Properties of a Novel [13]aneN4 with Chromophoric Groups
AUTHORS:
Rim Zaari Jabri, Yoann Rousselin, Christine Goze, Abdellah Zrineh, Franck Denat
KEYWORDS:
Synthesis, Spectroscopy, X-Ray Diffraction, Single Crystal Structure, Tetraazacyclo-Alkanes, Fluorescence, Photoinduced Electron Transfer, Anthracene, Pyrene, Naphthalene
JOURNAL NAME:
Open Access Library Journal,
Vol.11 No.5,
May
27,
2024
ABSTRACT: In this work, a new ligand [13]aneN4 with anthracene, pyrene and naphthalene was synthesized and characterized by mass spectrometry, NMR, UV-Vis and fluorescence spectroscopies. The fluorescence quantum yield of the ligands is significantly less than the chromophore group alone. This low value can be explained by the presence of a photoinduced electron transfer of the free doublet from the nitrogen atom of the functional group to chromophore group. The fluorescence studies were also performed in order to study the influence of pH on the photoinduced electron transfer. The fluorescence intensity of the fluorophore group excited at acidic pH shows an increase. Therefore, the inhibition of photoinduced electron transfer from the nitrogen atom doublet of the amine protons from the side chain to the chromophore group is responsible for this. The amine’s deprotonation causes electron transfer at a basic pH, resulting in a decrease in fluorescence intensity.