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Updated: Aug 17, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Is the tert-butyl group bulky enough to end-cap a pseudorotaxane with a 24-crown-8-ether wheel?
Yuya Tachibana1, Nobuhiro Kihara, Yoshio Furusho
1Department of Organic and Polymeric Materials, Tokyo Institute of Technology, Ookayama, Meguro, Tokyo 152-8552, Japan.
Abstract:
Although rotaxane chemists have long believed that the tert-butyl group is bulkier than the cavity of dibenzo-24-crown-8-ether (DB24C8), it is essentially smaller than the cavity of DB24C8. The tert-butyl (or 4-tert-butylphenyl) group can actually function as an end-cap of DB24C8-based rotaxanes when the intercomponent interaction is effectively operative. When such attractive interaction is removed, deslippage occurs. [structure: see text]
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