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Exploration of 9-Bromo[7]helicene Reactivity
Žádný, Jaroslav ; Jakubec, Martin ; Velíšek, Petr ; Sýkora, Jan ; Storch, Jan
Our new microwave assisted photodehydrocyclisation and completely reviewed synthetic approach for a multi-gram scale production of 9-bromo-[7]helicene led us to explore the reactivity of this compound mainly in Pd-catalysed reactions and to the further functionalization of this molecule. Next to other transformations, palladium catalysed carbon – heteroatom coupling reactions provide a large portfolio of racemic helicenes bearing different functional groups in good to excellent yields. Many of the reactions are performed in the microwave initiator saving reaction time to a minimum comparing with conventional and known synthetic methods. Such prepared compounds can undergo further synthetic reactions or can be used on a field of molecular electronics, surface chemistry or in other applications. The separation of racemic mixtures is under running in our lab. Optically pure compounds of such a type can open new possibilities in their use.

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