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Updated: Mar 29, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Toward Larger Cyclo-9,10-Anthryleneparaphenylenes
Moritz P Schuldt1, Frank Rominger1, Sven M Elbert1
1Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Heidelberg, Germany.
Abstract:
Nanohoops of different sizes can be generated from various aromatic building blocks. By a cross-coupling strategy of an anthracene-based kinked precursor and 9,10-diborylated anthracene, nanohoops based on diphenylanthracene units were synthesized and isolated up to the nonamer with 36 para-connected aromatic rings. Their three-dimensional structures were investigated by X-ray diffraction, and their reactivity against oxygen was studied. The trimeric macrocycle was rearomatized to the corresponding cyclo-9,10-anthryleneparaphenylene (CAPP) in solution, which turned out to be prone to oxidation.
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