Development of chiral ferrocenyl P,P,N,N,O-ligands for ruthenium-catalyzed asymmetric hydrogenation of ketones

A new type of ferrocenyl P,P,N,N,O-ligand has been developed through a one-step transformation. This represents a rare example of a ligand containing both chiral bisphosphine and diamine groups suitable for ruthenium-catalyzed asymmetric hydrogenation. Its ruthenium complex can be directly prepared by stirring the ligand and [Ru(benzene)Cl<sub>2</sub>]<sub>2</sub> at 90 °C in DMF for 4 hours. The catalyst showed high reactivity and enantioselectivity in the hydrogenation (AH) of simple ketones and α,β-unsaturated ketones, providing the corresponding chiral aryl alkyl alcohols and chiral allyl alcohols with up to 99% yield and 96% ee.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2024-11-08
DOI
https://doi.org/10.1039/d4ob01679c
Citations
1
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.16

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article

Development of chiral ferrocenyl P,P,N,N,O-ligands for ruthenium-catalyzed asymmetric hydrogenation of ketones

Gen‐Qiang Chen, Lei Xu, Xumu Zhang
1 citations
Organic & Biomolecular Chemistry
Asymmetric Hydrogenation and Catalysis
0.16
article

Development of chiral ferrocenyl P,P,N,N,O-ligands for ruthenium-catalyzed asymmetric hydrogenation of ketones

Gen‐Qiang Chen, Lei Xu, Xumu Zhang
article en
1 citations

Abstract

A new type of ferrocenyl P,P,N,N,O-ligand has been developed through a one-step transformation. This represents a rare example of a ligand containing both chiral bisphosphine and diamine groups suitable for ruthenium-catalyzed asymmetric hydrogenation. Its ruthenium complex can be directly prepared by stirring the ligand and [Ru(benzene)Cl<sub>2</sub>]<sub>2</sub> at 90 °C in DMF for 4 hours. The catalyst showed high reactivity and enantioselectivity in the hydrogenation (AH) of simple ketones and α,β-unsaturated ketones, providing the corresponding chiral aryl alkyl alcohols and chiral allyl alcohols with up to 99% yield and 96% ee.

Organic & Biomolecular ChemistryVol. 23(1)
Southern University of Science and Technology (CN), Ji Hua Laboratory (CN)
National Natural Science Foundation of China, Science, Technology and Innovation Commission of Shenzhen Municipality, National Key Research and Development Program of China
Openalex Percentile: Top 56%
Asymmetric Hydrogenation and Catalysis
0.16
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