Original title:
Exploration of 9-Bromo[7]helicene Reactivity
Authors:
Žádný, Jaroslav ; Jakubec, Martin ; Velíšek, Petr ; Sýkora, Jan ; Storch, Jan Document type: Papers Conference/Event: 47. konference Pokroky v organické, bioorganické a farmaceutické chemii – Liblice 2012, Lázně Bělohrad (CZ), 2012-11-02 / 2012-11-04
Year:
2012
Language:
eng Abstract:
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.
Keywords:
helicene; microwave synthesis; palladium cross-coupling Project no.: GAP207/10/1124 (CEP), FR-TI3/628 (CEP), TA01010646 (CEP) Funding provider: GA ČR, GA MPO, GA TA ČR Host item entry: Sborník abstraktů, ISBN N
Institution: Institute of Chemical Process Fundamentals AS ČR
(web)
Document availability information: Fulltext is available at the institute of the Academy of Sciences. Original record: http://hdl.handle.net/11104/0217375