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De novo synthesis of inherently chiral heteracalix[4]aromatics from enantioselective macrocyclization enabled by chiral phosphoric acid-catalyzed intramolecular S N Ar reaction.

Xing-Chi LiYing ChengXu-Dong WangShuo TongMei-Xiang Wang
Published in: Chemical science (2024)
We report herein the synthesis of highly enantiopure inherently chiral N 3 ,O-calix[2]arene[2]triazines from enantioselective macrocyclization enabled by chiral phosphoric acid-catalyzed intramolecular nucleophilic aromatic substitution reaction. In contrast to documented examples, the inherent chirality of the acquired compounds arises from one heteroatom difference in the linking positions of heteracalix[4](het)arenes.
Keyphrases
  • capillary electrophoresis
  • ionic liquid
  • room temperature
  • magnetic resonance
  • mass spectrometry
  • amino acid