Formation of water-soluble sulfonated azacalix[4]arenes from cyanuric chloride

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

*Corresponding author for this work

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

20 Citations (Scopus)


Addition of cyanuric chloride 2 (2,4,6-trichlorotriazine) to 4,6-diaminobenzene-1,3-disulfonic acid 1 gives a bis-triazine 3 which may be cyclised with diaminoarenes to yield water-soluble azacalix[4]arenes 5a-d. Alternatively, double substitution of chloride from the bis-triazine 3 yields new bis-triazine derivatives which may likewise be cyclised to functionalised azacalixarenes bearing functionalised side chains.

Original languageEnglish
Pages (from-to)3923-3925
Number of pages3
JournalTetrahedron Letters
Issue number27
Early online date23 Apr 2009
Publication statusPublished - 8 Jul 2009


  • Calixarene
  • Cyanuric chloride
  • Macrocycle
  • Sulfonic acid
  • Triazine
  • Water-soluble


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