Carbon-oxygen bond activation of carboxylic anhydrides by zerovalent palladium complexes and its application to catalytic reactions

Kazuhiro Nagayama, Isao Shimizu, Akio Yamamoto

Research output: Contribution to journalArticle

2 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)775-783
Number of pages9
JournalYuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
Volume57
Issue number9
Publication statusPublished - 1999

Fingerprint

Anhydrides
Palladium
Carbon
Chemical activation
Aldehydes
Oxygen
Carboxylic Acids
Hydrogenation
Phosphines
Atoms
Temperature

Keywords

  • Aldehydes
  • Carbon-oxygen bond activation
  • Carboxylic anhydrides
  • Hydrogenation
  • Palladium complexes

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Carbon-oxygen bond activation of carboxylic anhydrides by zerovalent palladium complexes and its application to catalytic reactions. / Nagayama, Kazuhiro; Shimizu, Isao; Yamamoto, Akio.

In: Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry, Vol. 57, No. 9, 1999, p. 775-783.

Research output: Contribution to journalArticle

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