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

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 concentr...

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Autores principales:	Inbar Horin, Dr. Ori Shalev, Prof. Dr. Yoram Cohen
Formato:	article
Lenguaje:	EN
Publicado:	Wiley-VCH 2021
Materias:	extraction host-guest complexes liquid host pillar[5]arene water-soluble Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/176afa4b54ca4390bae8ce09e23b2088
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spelling	oai:doaj.org-article:176afa4b54ca4390bae8ce09e23b20882021-11-27T06:12:47ZAggregation Mode, Host‐Guest Chemistry in Water, and Extraction Capability of an Uncharged, Water‐Soluble, Liquid Pillar[5]arene Derivative2191-136310.1002/open.202100206https://doaj.org/article/176afa4b54ca4390bae8ce09e23b20882021-11-01T00:00:00Zhttps://doi.org/10.1002/open.202100206https://doaj.org/toc/2191-1363Abstract 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 m−1. Interestingly, NMR experiments showed that the guest location relative to the host ring system differs among the different complexes. In proof‐of‐concept experiments, compound 1 was shown to extract structurally related organic compounds from benzene into water with significant selectivity. Compound 1, which is a liquid at room temperature and has only limited interactions with its side arms, can, in principle, be regarded as a complement to or as a kind of type I porous liquid.Inbar HorinDr. Ori ShalevProf. Dr. Yoram CohenWiley-VCHarticleextractionhost-guest complexesliquid hostpillar[5]arenewater-solubleChemistryQD1-999ENChemistryOpen, Vol 10, Iss 11, Pp 1111-1115 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	extraction host-guest complexes liquid host pillar[5]arene water-soluble Chemistry QD1-999
spellingShingle	extraction host-guest complexes liquid host pillar[5]arene water-soluble Chemistry QD1-999 Inbar Horin Dr. Ori Shalev Prof. Dr. Yoram Cohen Aggregation Mode, Host‐Guest Chemistry in Water, and Extraction Capability of an Uncharged, Water‐Soluble, Liquid Pillar[5]arene Derivative
description	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 m−1. Interestingly, NMR experiments showed that the guest location relative to the host ring system differs among the different complexes. In proof‐of‐concept experiments, compound 1 was shown to extract structurally related organic compounds from benzene into water with significant selectivity. Compound 1, which is a liquid at room temperature and has only limited interactions with its side arms, can, in principle, be regarded as a complement to or as a kind of type I porous liquid.
format	article
author	Inbar Horin Dr. Ori Shalev Prof. Dr. Yoram Cohen
author_facet	Inbar Horin Dr. Ori Shalev Prof. Dr. Yoram Cohen
author_sort	Inbar Horin
title	Aggregation Mode, Host‐Guest Chemistry in Water, and Extraction Capability of an Uncharged, Water‐Soluble, Liquid Pillar[5]arene Derivative
title_short	Aggregation Mode, Host‐Guest Chemistry in Water, and Extraction Capability of an Uncharged, Water‐Soluble, Liquid Pillar[5]arene Derivative
title_full	Aggregation Mode, Host‐Guest Chemistry in Water, and Extraction Capability of an Uncharged, Water‐Soluble, Liquid Pillar[5]arene Derivative
title_fullStr	Aggregation Mode, Host‐Guest Chemistry in Water, and Extraction Capability of an Uncharged, Water‐Soluble, Liquid Pillar[5]arene Derivative
title_full_unstemmed	Aggregation Mode, Host‐Guest Chemistry in Water, and Extraction Capability of an Uncharged, Water‐Soluble, Liquid Pillar[5]arene Derivative
title_sort	aggregation mode, host‐guest chemistry in water, and extraction capability of an uncharged, water‐soluble, liquid pillar[5]arene derivative
publisher	Wiley-VCH
publishDate	2021
url	https://doaj.org/article/176afa4b54ca4390bae8ce09e23b2088
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Aggregation Mode, Host‐Guest Chemistry in Water, and Extraction Capability of an Uncharged, Water‐Soluble, Liquid Pillar[5]arene Derivative

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