Bridged bioxepines and bi[10]paracyclophanes—synthesis and absolute configuration of a bi[10]paracyclophane with two chiral planes and one chiral axis |
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| Authors: | Werner TochtermannChristine Meints,Jü rgen KrausGerhard Bringmann |
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| Affiliation: | a Institut für Organische Chemie, Universität Kiel, Olshausenstraβe 40, D-24098 Kiel, Germany
b Institut für Organische Chemie, Universität Würzburg, Am Hubland, D-97074 Würzburg, Germany |
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| Abstract: | A preparative synthesis of novel bioxepines and bi[10]paracyclophanes with meso- and rac-configuration is described. The bi[10]paracyclophane (−)-6b with two elements of planar chirality and one chiral axis has been obtained in enantiomerically pure form. Its absolute configuration was determined by quantum chemical calculation of the circular dichroism and comparison with the experimental CD spectrum. |
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| Keywords: | oxepines cyclophanes circular dichroism quantum chemical CD calculations planar chirality axial chirality |
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