Exploration of 9-Bromo[7]helicene Reactivity

0388475 - ÚCHP 2013 CZ eng C - Konferenční příspěvek (zahraniční konf.)
Žádný, Jaroslav - Jakubec, Martin - Velíšek, Petr - Sýkora, Jan - Storch, Jan
Exploration of 9-Bromo[7]helicene Reactivity.
Sborník abstraktů. -: -, 2012, s. 1. ISBN N.
[47. konference Pokroky v organické, bioorganické a farmaceutické chemii – Liblice 2012. Lázně Bělohrad (CZ), 02.11.2012-04.11.2012]
Grant CEP: GA ČR GAP207/10/1124; GA MPO FR-TI3/628; GA TA ČR TA01010646
Institucionální podpora: RVO:67985858
Klíčová slova: helicene * palladium cross-coupling * microwave synthesis
Kód oboru RIV: CC - Organická chemie

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.
Trvalý link: http://hdl.handle.net/11104/0217375