The University of Southampton
University of Southampton Institutional Repository

Structures of potassium encapsulated within the 1,3-alternate conformation of calix[4]arenes

Beer, Paul D., Drew, Michael G.B., Gale, Philip A., Leeson, Philip B. and Ogden, Mark I. (1994) Structures of potassium encapsulated within the 1,3-alternate conformation of calix[4]arenes Journal of the Chemical Society Dalton Transactions, (23), pp. 3479-3485. (doi:10.1039/dt9940003479).

Record type: Article


5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetrakis(diethylcarbamoylmethoxy)calix[4]arene (L1) has been synthesised in the 1,3-alternate conformation for the first time. Proton NMR complexation studies suggest that this molecule forms 1:1 and 2:1 complexes with potassium cations. A crystal structure determination has been performed on the 2:1 complex [K2L1][CuCl2][I3], [monoclinic, space group P21/n, a= 13.972(6), b= 23.373(12), c= 25.271(12)Å, ?= 102.5(1)°, Z= 4, R= 0.092 for 6501 ‘observed’ reflections]. The structure of the 1:1 potassium complex of the related diamide, 5,11,17,23-tetra-tert-butyl-25,27-bis(diethylcarbamoylmethoxy)-26,28-dihydroxycalix[4]arene (L2), [KL2][I3], has also been elucidated [triclinic, space group P, a= 14.160(8), b= 16.326(10), c= 16.540(10)Å, ?= 65.83(1), ?= 67.37(1), ?= 88.87(1)°, Z= 2, R= 0.091 for 4976 ‘observed’ reflections]. Remarkably, the calixarene is again found in the 1,3-alternate conformation, although 13C NMR studies suggest that, in this case, the conformation is not maintained in solution. The co-ordination spheres of the potassium cations in both structures are similar, with a hitherto unobserved combination of close contacts to four oxygen atoms, and to two phenyl rings of the respective calix[4]arenes, Molecular mechanics calculations have been carried out to investigate the relative stabilities of the calixarene conformations.

Full text not available from this repository.

More information

Published date: 1994
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow


Local EPrints ID: 337247
ISSN: 1472-7773
PURE UUID: 43ac5a74-e934-45c7-82be-1b3b161c6508
ORCID for Philip A. Gale: ORCID iD

Catalogue record

Date deposited: 20 Apr 2012 15:40
Last modified: 18 Jul 2017 06:04

Export record



Author: Paul D. Beer
Author: Michael G.B. Drew
Author: Philip B. Leeson
Author: Mark I. Ogden

University divisions

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton:

ePrints Soton supports OAI 2.0 with a base URL of

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.