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Lanthanoid Coordination with a Tetrazole-Substituted Calix[4]diquinone and Calix[4]dihydroquinone

preprint
submitted on 09.04.2019, 14:15 and posted on 10.04.2019, 15:11 by Lee Cameron, Aswin Rajagopalam, Laura Abad Galán, Rene Phe, Brian Skelton, Massimiliano Massi, Mark Ogden

The tetrazole-functionalised calixdiquinone 5,17-di-tert-butyl-26,28-bis-(tetrazol-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 receptors.

History

Email Address of Submitting Author

m.ogden@curtin.edu.au

Institution

Curtin University

Country

Australia

ORCID For Submitting Author

0000-0001-5317-1637

Declaration of Conflict of Interest

No conflict of interest

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