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Design and Synthesis of Helicene like Molecules
Bernard, Martin ; Sýkora, Jan ; Storch, Jan
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.
Fulltext: content.csg -  PDF
Plný tet: 20120415230504 - PDF
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