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

William Gardiner, Matthew Camilleri, Luis Angel Martinez Lozano, Sean Bew, G. Richard Stephenson

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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.
Original languageEnglish
Pages (from-to)144733096
JournalChemistry - A European Journal
Volume24
Issue number71
Early online date16 Oct 2018
DOIs
Publication statusPublished - 17 Dec 2018

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