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Keywords:

  • azides;
  • cycloaddition;
  • electron acceptors;
  • field-effect transistors;
  • iminofullerenes

Abstract

Thumbnail image of graphical abstract

Crossing the bridge: Two isomeric iminofullerenes, [5,6]-open azafulleroid 1 and [6,6]-closed aziridinofullerene 2, were prepared by cycloaddition of an organic azide to C60. These “azalogues” enable the study of the effects of the bridging atom in a fullerene cage, that is, C60-like (5,6-open) versus PCBM-like (6,6-closed), as a function of their π systems (PCBM=[6,6]-phenyl-C61-butyric acid methyl ester).