Octopus[5]arene from Pagoda[5]arene by Macrocycle-to-Macrocycle Conversion

Macrocycle-to-macrocycle conversion is an effective strategy to construct new macrocyclic arenes with specific structures. Herein, a new class of chiral macrocyclic arene, namely, octopus[5]­arenes (Oc5s), cannot be synthesized by the direct approach from the corresponding chiral monomers but can be...

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Bibliographic Details
Published in:Organic letters 2024-08, Vol.26 (34), p.7239-7243
Main Authors: Liu, Ningning, Han, Xiao-Ni, Ma, Hui, Guo, Wei-Chen, Han, Ying, Zhang, Chun, Zheng, Yan-Song, Chen, Chuan-Feng
Format: Article
Language:English
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Summary:Macrocycle-to-macrocycle conversion is an effective strategy to construct new macrocyclic arenes with specific structures. Herein, a new class of chiral macrocyclic arene, namely, octopus[5]­arenes (Oc5s), cannot be synthesized by the direct approach from the corresponding chiral monomers but can be successfully achieved by a macrocycle-to-macrocycle conversion strategy utilizing racemic pagoda[5]­arenes as the starting materials. It was found that enantiomeric Oc5s showed fixed conformations and stable chiral structures and exhibited significant chiral recognition toward chiral diamines.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.4c02709