Catalytic, Z-Selective, Semi-Hydrogenation of Alkynes with a Zinc-Anilide Complex.

ABSTRACT: The reversible activation of dihydrogen with a molecular zinc anilide complex is reported. The mechanism of this reaction has been probed through stoichiometric experiments and density functional theory (DFT) calculations. The combined evidence suggests that H₂ activation occurs by addition across the Zn-N bond via a four-membered transition state in which the Zn and N atoms play a dual role of Lewis acid and Lewis base. The zinc hydride complex that results from H₂ addition has been shown to be remarkably effective for the hydrozincation of C═C bonds at modest temperatures. The scope of hydrozincation includes alkynes, alkenes, and a 1,3-butadiyne. For alkynes, the hydrozincation step is stereospecific leading exclusively to the syn-isomer. Competition experim

SUBMITTER: Baker GJ 

PROVIDER: S-EPMC10080692 | biostudies-literature | 2023 Apr

REPOSITORIES: biostudies-literature