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Aggregation Mode, Host‐Guest Chemistry in Water, and Extraction Capability of an Uncharged, Water‐Soluble, Liquid Pillar[5]arene Derivative

ABSTRACT: Abstract An uncharged, water‐soluble per‐ethylene‐glycol pillar[5]arene derivative (1) was synthesized and its aggregation mode, host‐guest chemistry in water and extraction ability was explored. Compound 1 is a liquid at room temperature; in water, limited self‐aggregation occurred at high concentrations as deduced from diffusion NMR and dynamic light scattering. Compound 1 forms pseudo‐rotaxane‐like 1 : 1 host‐guest complexes with 1,ω‐di‐substituted alkanes with association constants on the order of 103–104

SUBMITTER: Horin I

PROVIDER: S-EPMC8564886 | biostudies-literature |

REPOSITORIES: biostudies-literature

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Styrene Purification by Guest-Induced Restructuring of Pillar[6]arene.

Project description:The separation of styrene (St) and ethylbenzene (EB) mixtures is important in the chemical industry. Here, we explore the St and EB adsorption selectivity of two pillar-shaped macrocyclic pillar[n]arenes (EtP5 and EtP6; n = 5 and 6). Both crystalline and amorphous EtP6 can capture St from a St-EB mixture with remarkably high selectivity. We show that EtP6 can be used to separate St from a 50:50 v/v St:EB mixture, yielding in a single adsorption cycle St with a purity of >99%. Single-crystal structures, powder X-ray diffraction patterns, and molecular simulations all suggest that this selectivity is due to a guest-induced structural change in EtP6 rather than a simple cavity/pore size effect. This restructuring means that the material "self-heals" upon each recrystallization, and St separation can be carried out over multiple cycles with no loss of performance.

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A Water-Soluble Leggero Pillar[5]arene.

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pH-Responsive Host-Guest Complexations Between a Water-Soluble Pillar[6]arene Dodecyl-Ammonium Chloride and Aromatic Sulfonic Acids.

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A biomimetic chiral-driven ionic gate constructed by pillar[6]arene-based host-guest systems.

Project description:Inspired by glucose-sensitive ion channels, herein we describe a biomimetic glucose-enantiomer-driven ion gate via the introduction of the chiral pillar[6]arene-based host-guest systems into the artificial nanochannels. The chiral nanochannels show a high chiral-driven ionic gate for glucose enantiomers and can be switched "off" by D-glucose and be switched "on" by L-glucose. Remarkably, the chiral nanochannel also exhibited a good reversibility toward glucose enantiomers. Further research indicates that the switching behaviors differed due to the differences in binding strength between chiral pillar[6]arene and glucose enantiomers, which can lead to the different surface charge within nanochannel. Given these promising results, the studies of chiral-driven ion gates may not only give interesting insight for the research of biological and pathological processes caused by glucose-sensitive ion channels, but also help to understand the origin of the high stereoselectivity in life systems.

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