Issue 1, 2001

Picolyl-armed 1,3-alternate calix[4]areneazacrown ethers

Abstract

A series of novel 1,3-alternate calix[4]arene-azacrown ethers with 2-picolyl, 3-picolyl, and benzyl groups on the nitrogen atom were synthesized by reaction of 1,3-alternate calix[4]arene-azacrown ether and aryl halide in the presence of triethylamine as base. Based on two-phase extraction, bulk liquid membrane, 1H NMR, and solid-state studies on this ligand–metal complexation, 2-picolyl-armed calixazacrown ether showed the highest selectivity for silver ion due to electrostatic interaction through effective three-dimensional encapsulation assisted by the nitrogen atom of the 2-picolyl group.

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Graphical abstract: Picolyl-armed 1,3-alternate calix[4]areneazacrown ethers

Supplementary files

Article information

Article type
Paper
Submitted
21 Aug 2000
Accepted
10 Nov 2000
First published
13 Dec 2000

J. Chem. Soc., Perkin Trans. 1, 2001, 31-36

Picolyl-armed 1,3-alternate calix[4]areneazacrown ethers

J. Seung Kim, O. J. Shon, W. Sim, S. Kyu Kim, M. H. Cho, J. Kim, I. Suh and D. W. Kim, J. Chem. Soc., Perkin Trans. 1, 2001, 31 DOI: 10.1039/B006801M

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