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Deprotonation of large calixarenes-cation binding and conformations

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Authors
Harrowfield, J.
Koutsantonis, G.
Ogden, Mark
Sobolev, A.
White, A.
Date
2016
Type
Journal Article

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Harrowfield, J. and Koutsantonis, G. and Ogden, M. and Sobolev, A. and White, A. 2016. Deprotonation of large calixarenes-cation binding and conformations. Australian Journal of Chemistry. 69 (5): pp. 546-554.
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Australian Journal of Chemistry
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Department of Chemistry
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Abstract

© 2016 CSIRO. Single crystal X-ray studies of p-t-butylcalix[10]arene·2dmso·7H2O (1) and [NMe4][p-t-butylcalix[9]arene-H]·2dmso·H2O (2), provide new data on these large macrocycles and their conformations, that of 2 being the first where an encapsulated [NMe4]+ cation is present, while 1 contains the neutral ligand. Both were obtained as crystalline products of the reactions of the calixarenes with tetramethylammonium hydroxide after prolonged standing. The structure of [NEt4][calix[4]arene-H], in which the cation approaches inclusion in the shallow cone of the anion, is also defined and compared with various other alkylammonium derivatives of calixarenes as well as that of p-t-butylcalix[9]arene.