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Transformation of π-conjugated macrocycles: from furanophanes to napthalenophanes.

Shinaj K RajagopalOr DishiBenny BogoslavskyOri Gidron
Published in: Chemical communications (Cambridge, England) (2022)
Applying sequential Diels-Alder cycloaddition and deoxygenation to small π-conjugated furan macrocycles fully converts them to 1,4-naphthalophanes with either ethylene or acetylene spacers, depending on the reaction conditions. 1,4-Napthalenophane tetraene exhibits a 1,3-alternating conformation in the solid state, inclusion of solvent molecules within the macrocycle, and low reduction potentials.
Keyphrases
  • solid state
  • photodynamic therapy
  • ionic liquid
  • molecular dynamics simulations