4.8 Article

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

Journal

ORGANIC LETTERS
Volume 19, Issue 3, Pages 690-693

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b03862

Keywords

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Funding

  1. Wuhan University [203413100003]
  2. Important Sci-Tech Innovative Project of Hubei Province [2015ACA058]
  3. National Natural Science Foundation of China [21372179, 21432007, 21473086, 21502145]
  4. Shenzhen Peacock Program [KQTD20150717103157174]

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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.

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