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Structural Basis of Cucurbituril-Containing Self-Assembled Supramolecular Chiral Materials. | LitMetric

Structural Basis of Cucurbituril-Containing Self-Assembled Supramolecular Chiral Materials.

Angew Chem Int Ed Engl

Key Laboratory of Colloid and Interface Chemistry of Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, 250100, Jinan, People's Republic of China.

Published: October 2024

AI Article Synopsis

  • - Macrocycle-based host-guest complexation can create chiroptical materials, but challenges like bulky sizes and dynamic exchanges limit ordered chiral arrangements.
  • - The study reveals that cucurbit[n]uril (CB[n]) complexes involving cationic chiral pendants and perylene diimides (PDIs) exhibit selective chiroptical properties in water, with various factors affecting chiral aggregation.
  • - CB[6] promotes the formation of one-dimensional fibrous nanoarchitectures, enhancing supramolecular chirality, while CB[7] tends to disrupt ordered arrangements due to its larger cavity and better water solubility.

Article Abstract

Macrocycle-based host-guest complexation offers an intriguing protocol in producing chiroptical materials, while the bulky size and dynamic exchange between hosts and guests hinders the ordered aggregation to afford the long-range chiral arrangement. It remains great challenges in assembling cucurbit[n]urils (CB[n]s) included complexes to induce supramolecular chirality ascribed to the excellent water solubility and flexible packing. Herein, we unveiled the structural basis on the formation of chiroptical coassemblies from CB[n] (n=6, 7) complexes. Perylene diimides (PDIs) with cationic chiral pendants formed complexes in the aqueous media, which selectively showed chiroptical properties. Chlorination at the bay position, increasing alkyl length of cationic chiral pendants or reducing the number of polyaromatic rings would hinder the chiral aggregation. In a comprehensive manner, CB[6] favors ordered aggregation into one-dimensional fibrous nanoarchitectures that greatly facilitates the supramolecular chirality. In contrast, CB[7] with larger cavity and water solubility shrinks the ordered arrangement of complexes, reducing the formation possibility of supramolecular chiral nanoarchitectures. This work suggests the great potential of CB[6] in the preparation and manipulation of supramolecular chiral assemblies, shedding light on the macrocycle-based functional chiroptical materials.

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Source
http://dx.doi.org/10.1002/anie.202409624DOI Listing

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