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Issue 34, 2020
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Self-assembly of cyclic hexamers of γ-cyclodextrin in a metallosupramolecular framework with d-penicillamine

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Abstract

Cyclodextrins are widely used cyclic oligosaccharides of D-glucose whose hydrophilic exterior is covered by hydroxyl groups and whose hydrophobic interior is surrounded by lipophilic moieties. Because of this structural feature, cyclodextrin molecules commonly aggregate into dimensional structures via intermolecular hydrogen bonds, and their aggregation into closed oligomeric architectures has been achieved only via the attachment of functional substituent groups to the cyclodextrin rings. Here, we report the first structurally characterized self-assembly of non-substituted γ-cyclodextrin molecules into cyclic hexamers, which was realized in a chiral coordination framework composed of Image ID:d0sc03925j-t2.gif complex-anions with D-penicillamine rather than L- or DL-penicillamine. The self-assembly is accompanied by the 3D-to-2D structural transformation of porous coordination frameworks to form helical hexagonal cavities that accommodate helical γ-cyclodextrin hexamers. This finding provides new insight into the development of cyclodextrin chemistry and host–guest chemistry based on chiral recognition and crystal engineering processes.

Graphical abstract: Self-assembly of cyclic hexamers of γ-cyclodextrin in a metallosupramolecular framework with d-penicillamine

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Supplementary files

Article information


Submitted
18 Jul 2020
Accepted
17 Aug 2020
First published
17 Aug 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2020,11, 9246-9253
Article type
Edge Article

Self-assembly of cyclic hexamers of γ-cyclodextrin in a metallosupramolecular framework with D-penicillamine

S. Somsri, N. Kuwamura, T. Kojima, N. Yoshinari and T. Konno, Chem. Sci., 2020, 11, 9246
DOI: 10.1039/D0SC03925J

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