Insights into LiAlH₄ Catalyzed Imine Hydrogenation.

ABSTRACT: Commercial LiAlH₄ can be used in catalytic quantities in the hydrogenation of imines to amines with H₂ . Combined experimental and theoretical investigations give deeper insight in the mechanism and identifies the most likely catalytic cycle. Activity is lost when Li in LiAlH₄ is exchanged for Na or K. Exchanging Al for B or Ga also led to dramatically reduced activities. This indicates a heterobimetallic mechanism in which cooperation between Li and Al is crucial. Potential intermediates on the catalytic pathway have been isolated from reactions of MAlH₄ (M=Li, Na, K) and different imines. Depending on the imine, double, triple or quadruple imine insertion has been observed. Prolonged reaction of LiAlH₄ with PhC(H)=NtBu led to a side-

SUBMITTER: Elsen H 

PROVIDER: S-EPMC7839755 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature