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

[Image: see text] The reduction of carboxylic acids to the respective alcohols, in mild conditions, was achieved using [MnBr(CO)(5)] as the catalyst and bench stable PhSiH(3) as the reducing agent. It was shown that the reaction with the earth-abundant metal catalyst could be performed either with a...

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Detalles Bibliográficos
Autores principales: Antico, Emanuele, Schlichter, Peter, Werlé, Christophe, Leitner, Walter
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8395667/
https://www.ncbi.nlm.nih.gov/pubmed/34467330
http://dx.doi.org/10.1021/jacsau.1c00140
Descripción
Sumario:[Image: see text] The reduction of carboxylic acids to the respective alcohols, in mild conditions, was achieved using [MnBr(CO)(5)] as the catalyst and bench stable PhSiH(3) 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 PhSiH(3), 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.