4.5 Article

Scope and Mechanism on Iridium-f-Amphamide Catalyzed Asymmetric Hydrogenation of Ketones

Journal

CHINESE JOURNAL OF CHEMISTRY
Volume 36, Issue 9, Pages 851-856

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.201800129

Keywords

aryl ketone; asymmetric; f-Amphamide; hydrogenation; iridium

Funding

  1. Southern University of Science and Technology
  2. Shenzhen Science and Technology Innovation Committee [KQTD201507-17103157174]
  3. National Natural Science Foundation of China [21573102]

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A series of novel and easily accessed ferrocene-based amino-phosphine-sulfonamide (f-Amphamide) ligands have been developed and applied in Ir-catalyzed asymmetric hydrogenation of aryl ketones, affording the corresponding chiral secondary alcohols with excellent results (up to >99% conversion, >99% ee and TON up to 200 000). DFT calculations suggest an activating model involving an alkali cation Li+.

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