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Updated: Apr 29, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Single step synthesis of acetylene-substituted oxacalix[4]arenes
Jay Wm Wackerly1, Mengfei Zhang, Stephen T Nodder
1Department of Chemistry, Colby College , 5754 Mayflower Hill, Waterville, Maine 04901, United States.
Abstract:
Oxacalixarenes bearing acetylene groups are synthesized in a single step by nucleophilic aromatic substitution reactions of orcinol with various 1,5-diethynyl-2,4-difluorobenzenes. Thermodynamic equilibration of the cyclooligomer mixtures was accomplished for arylethynyl activating groups, leading to increased yields of the corresponding oxacalix[4]arenes. A 1,3-alternate macrocycle conformation is observed in the solid state, presenting a large V-shaped π-surface.
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