4.2 Article

Reduction of Carboxylic Acids to Alcohols via Manganese(I) Catalyzed Hydrosilylation

期刊

JACS AU
卷 1, 期 6, 页码 742-749

出版社

AMER CHEMICAL SOC
DOI: 10.1021/jacsau.1c00140

关键词

Carboxylic Acids; Alcohols; Manganese; Homogeneous; Catalysis; Reduction Reactions; Hydrosilylation

资金

  1. Max Planck Society
  2. Deutsche Forschungsgemeinschaft (DFG, German Research Foundation) under Germany's Excellence Strategy [Exzellenzcluster 2186]
  3. Fuel Science Center [390919832]

向作者/读者索取更多资源

The study demonstrated the reduction of carboxylic acids to alcohols using [MnBr(CO)(5)] as the catalyst and PhSiH3 as the reducing agent under mild conditions. The reaction could be performed with low catalyst loading or using the lowest reported amount of silane, showing promise for green and sustainable synthetic strategies in industrial production.
The reduction of carboxylic acids to the respective alcohols, in mild conditions, was achieved using [MnBr(CO)(5)] as the catalyst and bench stable PhSiH3 as the reducing agent. It was shown that the reaction with the earth-abundant metal catalyst could be performed either with a catalyst loading as low as 0.5 mol %, rare with the use of [MnBr(CO)(5)], or on a gram scale employing only 1.5 equiv of PhSiH3, the lowest amount of silane reported to date for this transformation. Kinetic data and control experiments have provided initial insight into the mechanism of the catalytic process, suggesting that it proceeds via the formation of silyl ester intermediates and ligand dissociation to generate a coordinatively unsaturated Mn(I) complex as the active species.

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