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

Keywords

Calixarenes
host-guest
inclusion complexes
macrocycles
molecular recognition

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10.1080/10610278.2019.1679374

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Physical Chemistry and characterization(PC2)
Johan Wouters (Manager) & Carmela Aprile (Manager)
Technological Platform Physical Chemistry and characterization
Facility/equipment: Technological Platform

CCDC 1959492: Experimental Crystal Structure Determination
Lavendomme, R. (Creator), Desroches, F. (Creator), Moerkerke, S. (Creator), Topić, F. (Creator), WOUTERS, J. (Contributor), Rissanen, K. (Creator), Luhmer, M. (Creator) & Jabin, I. (Creator), University of Namur, 2 Jan 2020
DOI: 10.5517/ccdc.csd.cc23s0fc, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc23s0fc&sid=DataCite
Dataset
CCDC 1952601: Experimental Crystal Structure Determination
Lavendomme, R. (Creator), Desroches, F. (Creator), Moerkerke, S. (Creator), Topić, F. (Creator), WOUTERS, J. (Contributor), Rissanen, K. (Creator), Luhmer, M. (Creator) & Jabin, I. (Creator), University of Namur, 2 Jan 2020
DOI: 10.5517/ccdc.csd.cc23jv4n, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc23jv4n&sid=DataCite
Dataset

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.",

keywords = "Calixarenes, host-guest, inclusion complexes, macrocycles, molecular recognition",

author = "Roy Lavendomme and Florent Desroches and Steven Moerkerke and Filip Topi{\'c} and Johan Wouters and Kari Rissanen and Michel Luhmer and Ivan Jabin",

year = "2020",

month = jan,

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doi = "10.1080/10610278.2019.1679374",

language = "English",

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Selective recognition of small hydrogen bond acceptors by a calix[6]arene-based molecular container. / Lavendomme, Roy; Desroches, Florent; Moerkerke, Steven; Topić, Filip; Wouters, Johan; Rissanen, Kari; Luhmer, Michel; Jabin, Ivan.

In: Supramolecular Chemistry, Vol. 32, No. 1, 02.01.2020, p. 23-29.

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

TY - JOUR

T1 - Selective recognition of small hydrogen bond acceptors by a calix[6]arene-based molecular container

AU - Lavendomme, Roy

AU - Desroches, Florent

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AU - Topić, Filip

AU - Wouters, Johan

AU - Rissanen, Kari

AU - Luhmer, Michel

AU - Jabin, Ivan

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N2 - 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.

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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KW - host-guest

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

Abstract

Keywords

Access to Document

Physical Chemistry and characterization(PC2)

CCDC 1959492: Experimental Crystal Structure Determination

CCDC 1952601: Experimental Crystal Structure Determination

Cite this