Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Carbon-Oxygen Bond Activation of Carboxylic Anhydrides by Zerovalent Palladium Complexes and Its Application to Catalytic Reactions
Kazuhiro NAGAYAMAIsao SHIMIZUAkio YAMAMOTO
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1999 Volume 57 Issue 9 Pages 775-783

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Abstract
Acyclic and cyclic carboxylic anhydrides oxidatively add to zerovalent palladium complexes having tertiary phosphines with carbon-oxygen bond cleavage to give corresponding acyl (carboxylato) palladium complexes, which subsequently react with atmospheric dihydrogen at room temperature to form aldehydes and carboxylic acids. Application of these results led us to the discovery of novel aldehyde synthesis by hydrogenation of carboxylic anhydrides catalyzed by palladium complexes. Furthermore we have developed atom-efficient and environmentally benign, direct hydrogenation of carboxylic acids to corresponding aldehydes in the presence of trimethylacetic anhydride catalyzed by palladium complexes.
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© The Society of Syhthetic Organic Chemistry, Japan
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