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

Ningning Liu, Xiao‐Ni Han, Hui Ma, Wei‐Chen Guo, Ying Han, Chun Zhang, Yan‐Song Zheng, Chuan‐Feng Chen

2024Organic Letters14 citationsDOI

Abstract

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.

Topics & Concepts

Chemistryoctopus (software)PagodaStereochemistryComputational chemistryAlgorithmComputer scienceSupramolecular Chemistry and ComplexesMolecular spectroscopy and chiralitySupramolecular Self-Assembly in Materials
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