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Updated: Jun 12, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Anion receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donors
Hong-Bo Wang1, James A Wisner, Michael C Jennings
1Department of Chemistry, University of Western Ontario, 1151 Richmond St., London, Ontario N6A 5B7, Canada.
Abstract:
The synthesis, X-ray crystal structures and anion recognition properties of two receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donating subunits are reported. The newly synthesized receptors display much different anion selectivities in acetone-d₆ than N,N'-diphenyl-1,3-disulfonamidobenzene that was used as a comparison. The selectivity exhibited by one of the new receptors for chloride anions can be attributed to greater steric demand in the cleft formed, in part, by its terminal phenyl rings; an effect that is absent in the comparison receptor.
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