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Updated: Jun 18, 2026

Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
Direct synthesis of sulfonated azacalixarenes in water
Jonathan Clayden1, Stephen J M Rowbottom, Warren J Ebenezer
1School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK. clayden@man.ac.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.
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