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Circularly Polarized Fluorescent Helicene-Boranils: Synthesis,Photophysical and Chiroptical Properties |
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| Authors: | Dr. Aurélie Macé Khaoula Hamrouni Dr. Etienne S. Gauthier Marion Jean Dr. Nicolas Vanthuyne Dr. Lucas Frédéric Dr. Grégory Pieters Dr. Elsa Caytan Dr. Thierry Roisnel Dr. Faouzi Aloui Dr. Monika Srebro-Hooper Dr. Bertrand Carboni Dr. Fabienne Berrée Dr. Jeanne Crassous |
| Affiliation: | 1. Univ Rennes, CNRS, ISCR-UMR 6226, Université de Rennes 1, Campus de Beaulieu, 35042 Rennes Cedex, France;2. Univ Rennes, CNRS, ISCR-UMR 6226, Université de Rennes 1, Campus de Beaulieu, 35042 Rennes Cedex, France University of Monastir, Faculty of Sciences, Laboratory of Asymmetric Synthesis and Molecular Engineering of Materials for Organic Electronics (LR18ES19), Avenue of Environment, 5019 Monastir, Tunisia;3. Aix Marseille University, CNRS, Centrale Marseille, iSm2, Marseille, France;4. Université Paris-Saclay, CEA, Département Médicaments et Technologies pour la Santé (DMTS), SCBM, Gif-sur-Yvette, 91191 France;5. University of Monastir, Faculty of Sciences, Laboratory of Asymmetric Synthesis and Molecular Engineering of Materials for Organic Electronics (LR18ES19), Avenue of Environment, 5019 Monastir, Tunisia;6. Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Krakow, Poland |
| Abstract: | Mono- and di-boranil-substituted helicenes were prepared by BF2-borylation of the corresponding anils, readily synthesized by condensation of 2-amino- and 2,15-diamino-helicenes with 4-(diethylamino)salicylaldehyde. After enantiomeric resolution using HPLC, their chiroptical properties including circularly polarized fluorescence in solution and in PMMA films were investigated and rationalized with the help of NMR, X-ray and quantum-chemical calculations. |
| Keywords: | boranil chirality circularly polarized luminescence helicene quantum chemistry |