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Keywords:

  • carbenes;
  • host–guest systems;
  • NMR spectroscopy;
  • photolysis;
  • reactive intermediates
Thumbnail image of graphical abstract

Long live the carbene: Longevity is granted to fluorophenoxycarbene when it is generated photochemically from fluorophenoxydiazirine (see picture) inside a hemicarcerand. This fleeting, and otherwise nonisolable, singlet carbene is the first electron-deficient species that has been stabilized by trapping. NOE experiments suggest that the carbene adopts the intrinsically less stable cis conformation in the confined inner phase.