Deprotonation of Large Calixarenes-Cation Binding and Conformations

J.M. Harrowfield, George A. Koutsantonis, Mark I. Ogden, Alexandre N. Sobolev, Allan H. White

Research output: Contribution to journalArticle

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.
Original languageEnglish
Pages (from-to)546-554
Number of pages9
JournalAustralian Journal of Chemistry
Volume69
Issue number5
DOIs
Publication statusPublished - 2016

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