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

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

    Research output: Contribution to journalArticlepeer-review


    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. © 2009 Elsevier Ltd. All rights reserved.
    Original languageEnglish
    Pages (from-to)3923-3925
    Number of pages2
    JournalTetrahedron Letters
    Issue number27
    Publication statusPublished - 8 Jul 2009


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


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