18210771. METHOD FOR PREPARING CHIRAL ALKYL COMPOUNDS BY ASYMMETRIC HYDROGENATION OF OLEFINS CATALYZED BY IRON COMPLEX simplified abstract (ZHEJIANG UNIVERSITY)

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METHOD FOR PREPARING CHIRAL ALKYL COMPOUNDS BY ASYMMETRIC HYDROGENATION OF OLEFINS CATALYZED BY IRON COMPLEX

Organization Name

ZHEJIANG UNIVERSITY

Inventor(s)

Zhan Lu of Hangzhou (CN)

Peng Lu of Hangzhou (CN)

Xiang Ren of Hangzhou (CN)

METHOD FOR PREPARING CHIRAL ALKYL COMPOUNDS BY ASYMMETRIC HYDROGENATION OF OLEFINS CATALYZED BY IRON COMPLEX - A simplified explanation of the abstract

This abstract first appeared for US patent application 18210771 titled 'METHOD FOR PREPARING CHIRAL ALKYL COMPOUNDS BY ASYMMETRIC HYDROGENATION OF OLEFINS CATALYZED BY IRON COMPLEX

Simplified Explanation

The present invention describes a method for preparing chiral alkyl compounds through the asymmetric hydrogenation reaction of iron complex catalysts catalyzing olefins. The method utilizes a specific disubstituted olefin as a raw material, atmospheric hydrogen as a hydrogen source, FeX2-8-OIQ complex as a catalyst, and a silane compound and acetonitrile as cocatalysts. The reaction is carried out for 12-24 hours under the action of a reducing agent to produce the desired chiral alkyl compound with high conversion rates and enantioselectivity.

  • Method for preparing chiral alkyl compounds through asymmetric hydrogenation reaction
  • Utilizes iron complex catalysts and specific raw materials
  • Mild reaction conditions, simple operation, and high atom economy
  • Does not require toxic transition metals like ruthenium, rhodium, and palladium
  • High conversion rates (>99%) and enantioselectivity (70-99%)

Potential Applications

The technology can be applied in the synthesis of drugs and materials due to its high efficiency and selectivity in producing chiral alkyl compounds.

Problems Solved

1. Provides a method for preparing chiral alkyl compounds without the need for toxic transition metals. 2. Offers a practical and efficient approach to synthesizing important compounds for various applications.

Benefits

1. Mild reaction conditions and simple operation 2. High conversion rates and enantioselectivity 3. Great practical application value in drug and material synthesis

Potential Commercial Applications

Optimizing the synthesis of chiral alkyl compounds for pharmaceutical, chemical, and material industries.

Possible Prior Art

Prior art may include methods for asymmetric hydrogenation reactions using different catalysts and raw materials, but the specific combination of FeX2-8-OIQ complex, silane compound, and acetonitrile as cocatalysts may be novel in this invention.

Unanswered Questions

== How does the enantioselectivity of the reaction compare to other methods using different catalysts? The enantioselectivity of the reaction is reported to be high (70-99%), but further comparative studies with other catalyst systems could provide more insights into its efficiency and selectivity.

== What are the potential scalability challenges of this method for industrial production? While the method shows promise in laboratory settings, scaling up the reaction for industrial production may pose challenges in terms of cost, efficiency, and reproducibility. Further research and development are needed to address these scalability issues.


Original Abstract Submitted

Provided in the present invention is a method for preparing chiral alkyl compounds by the asymmetric hydrogenation reaction of iron complex catalysts catalysing olefins: using the disubstituted olefin shown in formula I as a raw material, atmospheric hydrogen as a hydrogen source, FeX2-8-OIQ complex as a catalyst, and a silane compound and acetonitrile as cocatalysts, and reacting for 12-24 hours under the action of a reducing agent to prepare the chiral alkyl compound shown in formula II. The method of the present invention has mild reaction conditions, simple operation, and high atom economy. In addition, the reaction does not require the addition of any other toxic transition metal (such as ruthenium, rhodium, and palladium), and has great practical application value in the synthesis of drugs and materials. The conversion rate of the reaction is also good, generally reaching >99%, and the enantioselectivity is also high, generally 70-99%.