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Z. Naturforsch. 2013,
68b, 1347 – 1355
doi:10.5560/ZNB.2013-3170
Preparation of 1,2,5,6,9,10-Hexaalkoxyhexahelicenes
Institute of Organic Chemistry, University of Mainz, Duesbergweg 10–14, 55099 Mainz, Germany
Reprint requests to Prof. Dr. H. Meier. Fax: +49 (0)6131-3925396. E-mail:
hmeier@uni-mainz.de
Received June 26, 2013 / published online November 22, 2013
1,2,5,6,9,10-Hexaalkoxyhexahelicenes 3 represent [3]star compounds with a helical core. A multi-step synthetic concept for 3 is discussed, in which the final step 16 → 3 is a twofold oxidative photocyclization. The linearly conjugated compounds 16 contain stilbene and vinylnaphthalene units.
Key words: Helicenes, Photocyclization, Wittig–Horner Reaction, Siegrist Reaction