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Keywords:

  • alkynes;
  • carbynes;
  • C[BOND]C coupling;
  • chromium;
  • radicals
Thumbnail image of graphical abstract

Carbyne radicals: Reactions of trihaloalkyl compounds with Cr2+ or V2+ in aqueous solutions yield alkynes and other products. Stepwise halogen abstractions from the trihaloalkyls form alkyl carbyne triradicals in solution. These radicals undergo coupling reactions, producing triply bonded alkyne molecules (see scheme). This process is not metal-assisted and does not occur in the coordination sphere of the metal ions.