Influence of the para-Substituent in Lanthanoid Complexes of Bis-Tetrazole-Substituted Calix[4]arenes

© 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim 5,11,17,23-Tetra-tert-butyl-25,27-dihydroxy-26,28-bis(tetrazole-5-ylmethoxy)calix[4]arene has been reported to form remarkable Ln19 and Ln12 elongated clusters, upon addition of aqueous ammonium carboxylates. The impact of the para substituent...

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Main Authors: Phe, Rene, Skelton, B.W., Massi, Max, Ogden, Mark
Format: Journal Article
Language:English
Published: WILEY-V C H VERLAG GMBH 2019
Subjects:
Online Access:http://purl.org/au-research/grants/arc/DP17010189
http://hdl.handle.net/20.500.11937/77242
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author Phe, Rene
Skelton, B.W.
Massi, Max
Ogden, Mark
author_facet Phe, Rene
Skelton, B.W.
Massi, Max
Ogden, Mark
author_sort Phe, Rene
building Curtin Institutional Repository
collection Online Access
description © 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim 5,11,17,23-Tetra-tert-butyl-25,27-dihydroxy-26,28-bis(tetrazole-5-ylmethoxy)calix[4]arene has been reported to form remarkable Ln19 and Ln12 elongated clusters, upon addition of aqueous ammonium carboxylates. The impact of the para substituent on lanthanoid cluster formation has been studied by synthesising two new bis-tetrazole calixarenes, with p-H, and p-allyl substituents. Solution phase dynamic light scattering measurements of the reaction mixtures indicated that clusters are not formed with the p-H and p-allyl derivatives, in contrast with the behaviour of the tert-butyl analogue. Lanthanoid complexes of the p-H and p-allyl calixarenes were characterised by single-crystal X-ray diffraction, and were found to form mononuclear complexes, linked to form a one-dimensional coordination polymer for the p-allyl system. All of the complexes were isolated as ammonium salts, with ammonium cation included in the calixarene cavity in most cases. It is concluded that the nature of the para substituent has a profound impact on the lanthanoid cluster formation process, and derivatives with more subtle structural changes will be required to determine if additional lanthanoid “bottlebrush” clusters can be isolated.
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spelling curtin-20.500.11937-772422020-10-19T00:58:41Z Influence of the para-Substituent in Lanthanoid Complexes of Bis-Tetrazole-Substituted Calix[4]arenes Phe, Rene Skelton, B.W. Massi, Max Ogden, Mark Science & Technology Physical Sciences Chemistry, Inorganic & Nuclear Chemistry Calixarenes Lanthanides Supramolecular chemistry Substituent effects MOLECULAR WHEELS RECOGNITION GA-10 © 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim 5,11,17,23-Tetra-tert-butyl-25,27-dihydroxy-26,28-bis(tetrazole-5-ylmethoxy)calix[4]arene has been reported to form remarkable Ln19 and Ln12 elongated clusters, upon addition of aqueous ammonium carboxylates. The impact of the para substituent on lanthanoid cluster formation has been studied by synthesising two new bis-tetrazole calixarenes, with p-H, and p-allyl substituents. Solution phase dynamic light scattering measurements of the reaction mixtures indicated that clusters are not formed with the p-H and p-allyl derivatives, in contrast with the behaviour of the tert-butyl analogue. Lanthanoid complexes of the p-H and p-allyl calixarenes were characterised by single-crystal X-ray diffraction, and were found to form mononuclear complexes, linked to form a one-dimensional coordination polymer for the p-allyl system. All of the complexes were isolated as ammonium salts, with ammonium cation included in the calixarene cavity in most cases. It is concluded that the nature of the para substituent has a profound impact on the lanthanoid cluster formation process, and derivatives with more subtle structural changes will be required to determine if additional lanthanoid “bottlebrush” clusters can be isolated. 2019 Journal Article http://hdl.handle.net/20.500.11937/77242 10.1002/ejic.201900877 English http://purl.org/au-research/grants/arc/DP17010189 WILEY-V C H VERLAG GMBH fulltext
spellingShingle Science & Technology
Physical Sciences
Chemistry, Inorganic & Nuclear
Chemistry
Calixarenes
Lanthanides
Supramolecular chemistry
Substituent effects
MOLECULAR WHEELS
RECOGNITION
GA-10
Phe, Rene
Skelton, B.W.
Massi, Max
Ogden, Mark
Influence of the para-Substituent in Lanthanoid Complexes of Bis-Tetrazole-Substituted Calix[4]arenes
title Influence of the para-Substituent in Lanthanoid Complexes of Bis-Tetrazole-Substituted Calix[4]arenes
title_full Influence of the para-Substituent in Lanthanoid Complexes of Bis-Tetrazole-Substituted Calix[4]arenes
title_fullStr Influence of the para-Substituent in Lanthanoid Complexes of Bis-Tetrazole-Substituted Calix[4]arenes
title_full_unstemmed Influence of the para-Substituent in Lanthanoid Complexes of Bis-Tetrazole-Substituted Calix[4]arenes
title_short Influence of the para-Substituent in Lanthanoid Complexes of Bis-Tetrazole-Substituted Calix[4]arenes
title_sort influence of the para-substituent in lanthanoid complexes of bis-tetrazole-substituted calix[4]arenes
topic Science & Technology
Physical Sciences
Chemistry, Inorganic & Nuclear
Chemistry
Calixarenes
Lanthanides
Supramolecular chemistry
Substituent effects
MOLECULAR WHEELS
RECOGNITION
GA-10
url http://purl.org/au-research/grants/arc/DP17010189
http://hdl.handle.net/20.500.11937/77242