Design and Synthesis of Helicene like Molecules

0376382 - ÚCHP 2013 CZ eng C - Conference Paper (international conference)
Bernard, Martin - Sýkora, Jan - Storch, Jan
Design and Synthesis of Helicene like Molecules.
Program Book of Abstracts. Prague: J.Heyrovsky Institute of Physical Chemistry of the ASCR , v.v.i, 2011 - (Žilková, N.; Horáček, M.), P04A. ISBN 978-80-87351-15-4.
[Symposium on Catalysis /43./. Praha (CZ), 07.11.2011-08.11.2011]
R&D Projects: GA ČR GAP207/10/1124; GA TA ČR TA01010646
Institutional research plan: CEZ:AV0Z40720504
Keywords : aromatics compounds * catalysis * synthesis
Subject RIV: CC - Organic Chemistry

Azahelicenes are unique inherently chiral three-dimensional aromatic compounds with high potential in homogenous assymetric catalysis. Their synthesis has many drawbacks and cannot be done in multigram scale so far. Recently, we have developed a route to new type of helicene-like molecules II. Multigram-scale synthesis of model compound where two benzene rings in [6]helicene skeleton are replaced by cyclopentadiene rings was accomplished in three steps. Such molecules have helical structure similar to helicenes, however, lower racemization barrier. Appropriately modified aza-analogues could be suitable catalysts for asymmetric reactions. Therefore, our synthetic approach leading to these compounds will be discussed.
Permanent Link: http://hdl.handle.net/11104/0208796