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Calix[6]arene-based Brønsted acids for molecular recognition and catalysis.

Gianpiero CeraFederica Cester BonatiMargherita BazzoniAndrea SecchiArturo Arduini
Published in: Organic & biomolecular chemistry (2021)
We report the synthesis of a versatile trifluoromethylsulfonamide calix[6]arene derivative with Brønsted acid features which can influence both molecular recognition and catalytic application. Indeed, in low polarity media, the trifluoromethyl-containing supramolecular wheel is able to respond to the complexation with charged species as a function of its selective ion-pair recognition. In parallel, the enhanced acidity is the key to promote Michael additions of indoles to nitroalkenes under pseudo-physiological reaction conditions (H2O, 37 °C).
Keyphrases
  • water soluble
  • single molecule
  • energy transfer
  • quantum dots
  • crystal structure