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Keywords:

  • annulenes;
  • density functional calculations;
  • gemini surfactants;
  • micelles;
  • self-assembly
Thumbnail image of graphical abstract

The long and short of it: Gemini surfactants with a non-Hückel diaza[12]annulene core have been synthesized (see picture). DFT computations give a minimum-energy conformation with alternate shorter and longer bonds, and with the two N substituents pointing away from each other. Studies on the aggregation of the molecules in water show they encounter packing difficulties, with no evidence for ring/ring interactions at the micelle surfaces.