Selective recognition of small hydrogen bond acceptors by a calix[6]arene-based molecular container

Roy Lavendomme; Florent Desroches; Steven Moerkerke; Filip Topić; Johan Wouters; Kari Rissanen; Michel Luhmer; Ivan Jabin

doi:10.1080/10610278.2019.1679374

Selective recognition of small hydrogen bond acceptors by a calix[6]arene-based molecular container

Roy Lavendomme, Florent Desroches, Steven Moerkerke, Filip Topić, Johan Wouters, Kari Rissanen, Michel Luhmer, Ivan Jabin

Unit of theoretical and structural physico-chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

Selective molecular recognition is of primary importance for applications such as sensing and separation of chemicals. This work describes the host-guest and crystallisation properties of a penta-carbamated calix[6]arene designed as a molecular container with a H-donating recognition group directed towards the heart of the cavity. As demonstrated by NMR spectroscopy and X-ray diffraction studies, this macrocyclic receptor can selectively recognise small H-bond acceptors through one or two hydrogen bonds, the guests nesting inside the polyaromatic cavity surrounded by eleven bulky tert-butyl groups.

Original language	English
Pages (from-to)	23-29
Number of pages	7
Journal	Supramolecular Chemistry
Volume	32
Issue number	1
DOIs	https://doi.org/10.1080/10610278.2019.1679374
Publication status	Published - 2 Jan 2020

Funding

This work was supported by the Université libre de Bruxelles (ULB) and the Fonds pour la Formation à la Recherche dans l’Industrie et dans l’Agriculture (FRIA). The crystallographic study benefited from equipment available at UNamur as part of the “Plateforme de Caractérisation PC2” and from valuable technical support of Mrs B. Norberg. We thank Diamond Light Source for time on Beamline I19 (CY21497).

Funders	Funder number
Fonds pour la Formation à la Recherche dans l’Industrie et dans l’Agriculture	CY21497
Université Libre de Bruxelles

Keywords

Calixarenes
host-guest
inclusion complexes
macrocycles
molecular recognition

Access to Document

10.1080/10610278.2019.1679374

Cite this

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title = "Selective recognition of small hydrogen bond acceptors by a calix[6]arene-based molecular container",

abstract = "Selective molecular recognition is of primary importance for applications such as sensing and separation of chemicals. This work describes the host-guest and crystallisation properties of a penta-carbamated calix[6]arene designed as a molecular container with a H-donating recognition group directed towards the heart of the cavity. As demonstrated by NMR spectroscopy and X-ray diffraction studies, this macrocyclic receptor can selectively recognise small H-bond acceptors through one or two hydrogen bonds, the guests nesting inside the polyaromatic cavity surrounded by eleven bulky tert-butyl groups.",

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note = "Funding Information: This work was supported by the Universit{\'e} libre de Bruxelles (ULB) and the Fonds pour la Formation {\`a} la Recherche dans l{\textquoteright}Industrie et dans l{\textquoteright}Agriculture (FRIA). The crystallographic study benefited from equipment available at UNamur as part of the “Plateforme de Caract{\'e}risation PC2” and from valuable technical support of Mrs B. Norberg. We thank Diamond Light Source for time on Beamline I19 (CY21497). Funding Information: This work was supported by the Fonds pour la Formation ? la Recherche dans l?Industrie et dans l?Agriculture?. This work was supported by the Universit? libre de Bruxelles (ULB) and the Fonds pour la Formation ? la Recherche dans l?Industrie et dans l?Agriculture (FRIA). The crystallographic study benefited from equipment available at UNamur as part of the ?Plateforme de Caract?risation PC2? and from valuable technical support of Mrs B. Norberg. We thank Diamond Light Source for time on Beamline I19 (CY21497). Publisher Copyright: {\textcopyright} 2019, {\textcopyright} 2019 Informa UK Limited, trading as Taylor & Francis Group.",

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AU - Topić, Filip

AU - Wouters, Johan

AU - Rissanen, Kari

AU - Luhmer, Michel

AU - Jabin, Ivan

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AB - Selective molecular recognition is of primary importance for applications such as sensing and separation of chemicals. This work describes the host-guest and crystallisation properties of a penta-carbamated calix[6]arene designed as a molecular container with a H-donating recognition group directed towards the heart of the cavity. As demonstrated by NMR spectroscopy and X-ray diffraction studies, this macrocyclic receptor can selectively recognise small H-bond acceptors through one or two hydrogen bonds, the guests nesting inside the polyaromatic cavity surrounded by eleven bulky tert-butyl groups.

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Selective recognition of small hydrogen bond acceptors by a calix[6]arene-based molecular container

Abstract

Funding

Keywords

Access to Document

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Fingerprint

Physical Chemistry and characterization(PC2)

CCDC 1959492: Experimental Crystal Structure Determination

CCDC 1952601: Experimental Crystal Structure Determination

Cite this

Selective recognition of small hydrogen bond acceptors by a calix[6]arene-based molecular container

Abstract

Funding

Keywords

Access to Document

Other files and links

Fingerprint

Equipment

Physical Chemistry and characterization(PC2)

Datasets

CCDC 1959492: Experimental Crystal Structure Determination

CCDC 1952601: Experimental Crystal Structure Determination

Cite this