N‑Embedded Cubarene: A Quadrangular Member of the Macrocycle Family

Despite the large number of synthetic macrocycles, the cubarenes, the quadrangular-shaped macrocyclic arenes, remain less investigated, possibly due either to synthetic challenges or to the lack of suitable building blocks. In this paper, a N-embedded cubarene (cub­[4]­indolocarbazole) is facilely s...

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Bibliographic Details
Published in:Organic letters 2023-03, Vol.25 (12), p.2078-2083
Main Authors: Zhang, Haibin, Li, Heshan, Sun, Shitao, Tan, Lei, Shen, Hongyan, Lin, Bin, Yang, Peng
Format: Article
Language:English
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Summary:Despite the large number of synthetic macrocycles, the cubarenes, the quadrangular-shaped macrocyclic arenes, remain less investigated, possibly due either to synthetic challenges or to the lack of suitable building blocks. In this paper, a N-embedded cubarene (cub­[4]­indolocarbazole) is facilely synthesized by FeCl3·6H2O-catalyzed cyclization in dichloromethane. The endo cavity of cub­[4]­indolocarbazole can bury quaternary ammonium salts in an intramolecular manner, whereas the intermolecular interaction between its exo walls with Cu2+ generates two-dimensional supramolecular tessellation.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c00442