Acetylenes are readily hydrocyanated to saturated secondary nitriles by tetracyanonickelate, [Ni(CN)4]2–, in ethylene glycol or water in the presence of excess of cyanide ion and NaBH4 or Zn; in the two-step reactions (hydrocyanation and hydrogenation) hydridotricyanonickelate functions as an active species only in the former.
T. Funabiki and Y. Yamazaki, J. Chem. Soc., Chem. Commun., 1979, 1110 DOI: 10.1039/C39790001110
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