Issue 23, 2009
From the journal:

Organic & Biomolecular Chemistry

Direct synthesis of sulfonated azacalixarenes in water†

Jonathan Clayden,*a   Stephen J. M. Rowbottom,a   Warren J. Ebenezerb  and  Michael G. Hutchingsb  

* Corresponding authors

a School of Chemistry, University of Manchester, Oxford Road, Manchester, UK
E-mail: clayden@man.ac.uk

b DyStar UK Ltd., School of Chemistry, University of Manchester, Oxford Road, Manchester, UK

Abstract

Successive treatment of cyanuric chloride with two aromatic diamines, at least one of them sulfonated, yields water-soluble sulfonated azacalix[4]arenes which may be isolated by crystallisation. Functionalised azacalixarenes may be made by first displacing two chloro substituents from the cyclisation precursor. Attempted formation of an azacalix[6]arene led to a dimeric species for which two structures may be proposed, one of them an azacalixarene catenane.

Graphical abstract: Direct synthesis of sulfonated azacalixarenes in water

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Article information

DOI
https://doi.org/10.1039/B911631A
Article type
Paper
Submitted
15 Jun 2009
Accepted
27 Aug 2009
First published
30 Sep 2009

Org. Biomol. Chem., 2009,7, 4871-4880

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Direct synthesis of sulfonated azacalixarenes in water

J. Clayden, S. J. M. Rowbottom, W. J. Ebenezer and M. G. Hutchings, Org. Biomol. Chem., 2009, 7, 4871 DOI: 10.1039/B911631A

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