Direct synthesis of sulfonated azacalixarenes in water

Jonathan Clayden*, Stephen J M Rowbottom, Warren J. Ebenezer, Michael G. Hutchings

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

17 Citations (Scopus)


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.

Original languageEnglish
Pages (from-to)4871-4880
Number of pages10
JournalOrganic and Biomolecular Chemistry
Issue number23
Early online date30 Sep 2009
Publication statusPublished - 7 Dec 2009


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