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Iridium-Catalyzed Asymmetric Hydrogenation of Ketones with Accessible and Modular Ferrocene-Based Amino-phosphine Acid (f-Ampha) Ligands.

Jianfei YuJiao LongYuhong YangWeilong WuPeng XueLung-Wa ChungXiu-Qin DongXumu Zhang
Published in: Organic letters (2017)
A series of tridentate ferrocene-based amino-phosphine acid (f-Ampha) ligands have been successfully developed. The f-Ampha ligands are extremely air stable and exhibited excellent performance in the Ir-catalyzed asymmetric hydrogenation of ketones (full conversions, up to >99% ee, and 500 000 TON). DFT calculations were performed to elucidate the reaction mechanism and the importance of the -COOH group. Control experiments also revealed that the -COOH group played a key role in this reaction.
Keyphrases
  • density functional theory
  • room temperature
  • molecular dynamics
  • molecular dynamics simulations
  • molecular docking
  • single cell
  • crystal structure
  • ionic liquid