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Helically chiral functionalized [6]helicene: Synthesis,optical resolution,and photophysical properties
Authors:Nesrine Hafedh  Faouzi Aloui  Vincent Dorcet  Houcine Barhoumi
Affiliation:1. Université de Monastir, Faculté des sciences de Monastir, Laboratoire de synthèse organique asymétrique et catalyse homogène (UR11ES56), avenue de l''Environnement, 5019 Monastir, Tunisia;2. Institut des sciences chimiques de Rennes, UMR 6226, Campus de Beaulieu 263, CNRS–Université de Rennes-1, 35042 Rennes cedex, France;3. Université de Monastir, Faculté des sciences de Monastir, Laboratoire des interfaces et des matériaux avancés (LIMA), avenue de l''Environnement, 5019 Monastir, Tunisia
Abstract:A short and efficient synthetic pathway leading to a new chiral π-conjugated system is reported. The X-ray structure of the target compound was determined and showed a helical conformation. Its resolution was successfully accomplished, leading to two enantiomers in high optical purity, and their chiroptical properties were examined experimentally. The photophysical properties of the organic material were also evaluated, showing an emission in the visible region, and HOMO and LUMO levels have been estimated experimentally, demonstrating an electrochemical band gap of 2.37 eV.
Keywords:Helicenes  Photooxidation  Photolysis  Enantiomeric resolution  Photophysical properties
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