Lanthanoid coordination with a tetrazole-substituted calix[4]diquinone and calix[4]dihydroquinone

Lee Cameron, Aswin Rajagopalan, Laura Abad Galan, Rene Z. H. Phe, Brian W. Skelton, Massimiliano Massi, Mark I. Ogden

Research output: Contribution to journalArticle

Abstract

The tetrazole-functionalised calixdiquinone 5,17-di-tert-butyl-26,28-bis-(1H-tetrazole-5-ylmethoxy)-calix[4]-25,27-diquinone Q was synthesised by chemical oxidation of the bis-tetrazole calix[4]arene precursor using PbO2/HClO4. The single crystal X-ray structure determination of Q confirmed the structure and showed binding of a water molecule in the solid state. Chemical reduction of Q to the dihydroquinone QR was achieved using N,N-diethylhydroxylamine. Comparison of the solution phase photophysical properties of Q or QR in the presence of terbium ions showed significant excitation only with QR, suggesting redox switching of the photophysical response may be possible with this or similar receptor.

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Original languageEnglish
Pages (from-to)466-472
Number of pages7
JournalSupramolecular Chemistry
Volume31
Issue number7
DOIs
Publication statusPublished - 3 Jul 2019

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