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

© 2019, © 2019 Informa UK Limited, trading as Taylor & Francis Group. 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/HCl...

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Main Authors: Cameron, Lee, Rajagopalan, Aswin, Abad Galan, Laura, Phe, Rene, Skelton, B.W., Massi, Max, Ogden, Mark
Format: Journal Article
Language:English
Published: TAYLOR & FRANCIS LTD 2019
Subjects:
Online Access:http://hdl.handle.net/20.500.11937/76621
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author Cameron, Lee
Rajagopalan, Aswin
Abad Galan, Laura
Phe, Rene
Skelton, B.W.
Massi, Max
Ogden, Mark
author_facet Cameron, Lee
Rajagopalan, Aswin
Abad Galan, Laura
Phe, Rene
Skelton, B.W.
Massi, Max
Ogden, Mark
author_sort Cameron, Lee
building Curtin Institutional Repository
collection Online Access
description © 2019, © 2019 Informa UK Limited, trading as Taylor & Francis Group. 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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institution Curtin University Malaysia
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publishDate 2019
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spelling curtin-20.500.11937-766212020-06-15T03:56:45Z Lanthanoid coordination with a tetrazole-substituted calix[4]diquinone and calix[4]dihydroquinone Cameron, Lee Rajagopalan, Aswin Abad Galan, Laura Phe, Rene Skelton, B.W. Massi, Max Ogden, Mark Science & Technology Physical Sciences Chemistry, Multidisciplinary Chemistry Calixarene lanthanide quinone ION-PAIR RECOGNITION OXIDATION © 2019, © 2019 Informa UK Limited, trading as Taylor & Francis Group. 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. 2019 Journal Article http://hdl.handle.net/20.500.11937/76621 10.1080/10610278.2019.1625357 English TAYLOR & FRANCIS LTD fulltext
spellingShingle Science & Technology
Physical Sciences
Chemistry, Multidisciplinary
Chemistry
Calixarene
lanthanide
quinone
ION-PAIR RECOGNITION
OXIDATION
Cameron, Lee
Rajagopalan, Aswin
Abad Galan, Laura
Phe, Rene
Skelton, B.W.
Massi, Max
Ogden, Mark
Lanthanoid coordination with a tetrazole-substituted calix[4]diquinone and calix[4]dihydroquinone
title Lanthanoid coordination with a tetrazole-substituted calix[4]diquinone and calix[4]dihydroquinone
title_full Lanthanoid coordination with a tetrazole-substituted calix[4]diquinone and calix[4]dihydroquinone
title_fullStr Lanthanoid coordination with a tetrazole-substituted calix[4]diquinone and calix[4]dihydroquinone
title_full_unstemmed Lanthanoid coordination with a tetrazole-substituted calix[4]diquinone and calix[4]dihydroquinone
title_short Lanthanoid coordination with a tetrazole-substituted calix[4]diquinone and calix[4]dihydroquinone
title_sort lanthanoid coordination with a tetrazole-substituted calix[4]diquinone and calix[4]dihydroquinone
topic Science & Technology
Physical Sciences
Chemistry, Multidisciplinary
Chemistry
Calixarene
lanthanide
quinone
ION-PAIR RECOGNITION
OXIDATION
url http://hdl.handle.net/20.500.11937/76621