Highly efficient conjugate reduction of α,β-unsaturated nitriles catalyzed by copper/xanthene-type bisphosphine complexes was written by Kim, Daesung;Park, Bu-Mahn;Yun, Jaesook. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2005.COA of Formula: C8H13N This article mentions the following:
α,β-Unsaturated nitriles are chemoselectively reduced to the corresponding saturated nitriles in high yields using a copper-DPEphos or Xantphos complex as catalyst in the presence of polymethylhydrosiloxane (PMHS) as the stoichiometric reducing agent and tert-butanol as additive. The use of tert-butanol as additive was key to success of this method. PMHS was used as stoichiometric reducing agent. In the experiment, the researchers used many compounds, for example, 2-Cyclohexylacetonitrile (cas: 4435-14-7COA of Formula: C8H13N).
2-Cyclohexylacetonitrile (cas: 4435-14-7) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. COA of Formula: C8H13N
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts