Delayed lanthanide luminescent Tb(III) complexes formed from lower rim amide functionalised calix[4]arenes

Lincheneau, Christophe, Quinlan, Eoin, Kitchen, Jonathan A., McCabe, Thomas, Matthews, Susan E. ORCID: https://orcid.org/0000-0001-8821-0851 and Gunnlaugsson, Thorfinnur (2013) Delayed lanthanide luminescent Tb(III) complexes formed from lower rim amide functionalised calix[4]arenes. Supramolecular Chemistry, 25 (12). pp. 869-880. ISSN 1061-0278

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Abstract

The synthesis and the photophysical studies of a new generation of time resolved luminescent systems based on calix[4] arenes alkylated at the lower rim, capable of hosting lanthanide (III) ions such as terbium and sensitising its emission, are described. Two series of ligands were designed to provide an ideal cavity to host terbium (Tb(III)) and were synthesised in high yields following two novel approaches. The tetra-alkylation, which was achieved in one step using with piperidino- and morpholino-acetamide pendant arms, provides eight donor atoms forming a binding 'pocket' at an ideal distance from the metal core to favour the sensitisation via the antenna effect. Of the two ligand series developed, compounds 3 and 4 possess a short spacer between the calix and the amide receptor site. The second series of ligands 6-7, designed with longer pendant amide arms, was synthesised from 2 in two steps through the ester analogue 5. The crystal structure of 3 (and 6 as shown in Supporting Information, available online) is presented. The synthesis and the photophysical studies of the four resulting complexes 3.Tb, 4.Tb, 6.Tb and 7.Tb are described in detail and in each case, successful sensitisation of the terbium emission occurred upon excitation of the phenolic scaffold of the calixarene.

Item Type: Article
Uncontrolled Keywords: supramolecular chemistry,calix\[4\]arenes,lanthanide,terbium complexes,solution studies,luminescence
Faculty \ School: Faculty of Science > School of Pharmacy
Faculty of Science > School of Natural Sciences
UEA Research Groups: Faculty of Science > Research Groups > Chemical Biology and Medicinal Chemistry (former - to 2021)
Faculty of Science > Research Groups > Medicinal Chemistry (former - to 2017)
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Depositing User: Pure Connector
Date Deposited: 12 May 2014 16:08
Last Modified: 24 Oct 2022 06:16
URI: https://ueaeprints.uea.ac.uk/id/eprint/48416
DOI: 10.1080/10610278.2013.810339

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