SEARCH

SEARCH BY CITATION

Keywords:

  • boron;
  • intramolecular coordination;
  • Lewis pairs;
  • N-heterocyclic carbenes;
  • π-conjugated systems
Thumbnail image of graphical abstract

Give and take: The introduction of NHC–borane moieties to thiophene-based π skeletons endows a zwitterionic character, which makes the π system electron-donating, while the NHC ring acts as an electron-accepting moiety. The NHC–borane-substituted thiophene underwent a clean photoisomerization with a drastic color change, however, the expanded bithiophene derivatives were inert to this photoreaction, showed low oxidation potentials, and formed a slipped π-stacked array in the crystal.