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Synthesis and X-ray Analysis of New [5]Helicenes – HMO Calculations on the Photocyclization of the Stilbene Precursors

✍ Scribed by Christian Stammel; Roland Fröhlich; Christian Wolff; Hans Wenck; Armin de Meijere; Jochen Mattay


Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
373 KB
Volume
1999
Category
Article
ISSN
1434-193X

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✦ Synopsis


The syntheses of the new pentahelicenes 5, 11, 17, 21, and 28 separation on triacetylcellulose using MPLC. The crystal structures of 11, 17, and 21 were solved and indicated the with various substituents are described. In the case of 2,13dicyano-[5]helicene (11) optical resolution was achieved by typical distortions which are expected for helicenes. The model of the sum of free valence numbers was applied in HPLC using a column packed with γ-cyclodextrin. However, the enantiomers racemized within a few hours. On the other order to rationalize the reactivity pattern of the photochemical phenanthrene cyclization.


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