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Synthesis and characterization of new heptacyclic helicenes
Authors:Habiba Guédouar  Faouzi Aloui  Souad Moussa  Jérôme Marrot  Béchir Ben Hassine
Institution:1. Faculté des Sciences de Monastir, Laboratoire de Synthèse Organique Asymétrique et Catalyse Homogène (UR11ES56), Avenue de l’environnement, 5019 Monastir, Tunisia;2. Université de Versailles-St-Quentin-en-Yvelines, Institut Lavoisier de Versailles, UMR CNRS 8180, 45 Avenue des États-Unis, 78035 Versailles Cedex, France
Abstract:New helically chiral substituted heptacyclic systems have been prepared from a simple phenanthrene building block in good yields and purity, via a four-step sequence involving palladium-catalysed Heck coupling and oxidative photocyclization. X-ray crystal structure analysis indicated that the conformation resembled that of the unsubstituted heptahelicene. The optical properties of these heptacyclic helicenes were investigated and show interesting behaviour.
Keywords:Phenanthrene  Chirality  Helical structures  Heck coupling  Photocyclization
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