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Issue 23, 2009
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Direct synthesis of sulfonated azacalixarenes in water

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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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Publication details

The article was received on 15 Jun 2009, accepted on 27 Aug 2009 and first published on 30 Sep 2009


Article type: Paper
DOI: 10.1039/B911631A
Citation: 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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