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Updated: Jul 31, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
(1E,3E,5E)-1,2,3,4,5,6-Hexafluoro-1,6-diphenylhexatriene
1Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA. dale-swenson@uiowa.edu.
Abstract:
The title triene, C(18)H(10)F(6), was prepared via the Pd(0) coupling reaction of (E)-(1,2-difluoro-1, 2-ethenediyl)bis(tributylstannane) with (Z)-beta-iodo-alpha, beta-difluorostyrene in N,N'-dimethylformamide/tetrahydrofuran. The crystal structure shows the product to be the 1E,3E,5E isomer. Due to steric interactions between F atoms, the double bonds are not coplanar. The planes defined by the two terminal double bonds are almost perpendicular.
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