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Updated: Jul 26, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Giant cyclophanes built from polyphenyl aromatic substructures
1Department of Chemistry, Princeton University, Princeton, New Jersey 08544, USA.
Abstract:
Two very large cyclophanes (3, C(132)H(92)O(8)S(4); 4, C(172)H(120)O(8)S(4)) were prepared by means of short syntheses ( approximately 5 steps) from commercial starting materials. In each of these cyclophanes, two octaphenylnaphthalene subunits or two 1, 3-bis(pentaphenylphenyl)benzene subunits were tethered to form the final macrocycle. X-ray analysis of 3 shows it to have a collapsed conformation, but molecules of 4 have large central cavities which are aligned in the crystal to form wide, solvent-containing channels.
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