Upper-rim monofunctionalisation in the synthesis of triazole- and disulfide-linked multicalix[4]- and -[6]arenes

Gardiner, William, Camilleri, Matthew, Martinez Lozano, Luis Angel, Bew, Sean ORCID: https://orcid.org/0000-0002-9087-9463 and Stephenson, G. Richard ORCID: https://orcid.org/0000-0003-1487-9178 (2018) Upper-rim monofunctionalisation in the synthesis of triazole- and disulfide-linked multicalix[4]- and -[6]arenes. Chemistry - A European Journal, 24 (71). pp. 19089-19097. ISSN 0947-6539

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Abstract

Covalently linked multiple calixarenes are valued in supramolecular chemistry. We report an easy and versatile synthetic route to covalently linked double and triple calix[4]arene and calix[6]arenes by a novel DMF‐controlled selective alkylation of a convenient and readily available upper‐rim dimethylaminomethyl‐substituted tetrahydroxy calix[4]arene and ‐[6]arenes. Synthetic routes to upper‐rim functionalised redox active disulfide‐linked double‐, tetra‐ and peptidohybrid‐calixarenes employing either redox chemistry (CH2SH) or thiolates (CH2S–) are also opened up from the same key starting material.

Item Type: Article
Faculty \ School: Faculty of Science > School of Chemistry (former - to 2024)
UEA Research Groups: Faculty of Science > Research Groups > Chemistry of Materials and Catalysis
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Depositing User: LivePure Connector
Date Deposited: 01 Nov 2018 13:31
Last Modified: 11 Nov 2024 00:48
URI: https://ueaeprints.uea.ac.uk/id/eprint/68734
DOI: 10.1002/chem.201804755

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