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Updated: May 18, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Synthetic and structural exploration of [2(4)]tetrathiacalix[2]arene[2]pyrimidines
Mahendra P Sonawane1, Kristof Van Hecke, Jeroen Jacobs
1Molecular Design and Synthesis, Department of Chemistry, Katholieke Universiteit Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium.
Abstract:
A novel class of two atom bridged metacyclophanes-[2(4)]thiacalix[2]arene[2]pyrimidines-has been synthesized via a straightforward S(N)Ar reaction. The conformational properties and intra-annular dimensions of the [2(4)]thiacalix[2]arene[2]pyrimidines were evaluated by X-ray structure analysis and compared with known homothia- and thiacalixarenes. Post-macrocyclization oxidation of the bridging sulfur moieties resulted in a [2(4)]sulfonylcalix[2]arene[2]pyrimidine, which gave access to an unexplored cavity size among sulfonylcalixarenes.
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