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Updated: Apr 30, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Self-assembly of pyridinium-functionalized anthracenes: molecular-skeleton-directed formation of microsheets and
1Department of Chemistry and Biochemistry, University of South Carolina, Columbia, SC, 29208 (USA).
Abstract:
Two amphiphilic regioisomers, 9-AP (1-[11-(9-anthracenylmethoxy)-11-oxoundecyl]pyridinium bromide), and 2-AP (1-[11-(2-anthracenyl methoxy)-11-oxoundecyl]pyridinium bromide), were synthesized and their assembly behaviors were studied. Due to the anisotropic features of the anthracene structure, different substituted positions on the anthracene ring lead 9-AP and 2-AP to adapt "shaver" and "spatula"-like molecular shapes, respectively, which consequently dictate the structure of their final assemblies. While "shaver"-shaped 9-AP assembled into microsheets, driven by π-π interactions, "spatula"-shaped 2-AP assembled into microtubular structures, promoted primarily by charge-transfer interactions.
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