Hydrosilanes are not always reducing agents for carbonyl compounds but can also induce dehydration: A ruthenium-catalyzed conversion of primary amides to nitriles

Shiori Hanada, Yukihiro Motoyama, Hideo Nagashima

Research output: Contribution to journalArticle

59 Citations (Scopus)

Abstract

A practical procedure for production of nitriles is offered by the triruthenium carbonyl cluster catalyzed dehydration of primary carboxamides with hydrosilanes under neutral conditions. This is the first example that a transition-metal-catalyzed activation of Si-H bonds does not lead to the reduction of carbonyl compounds but to dehydration. Possible mechanisms for the dehydration is discussed on the basis of NMR spectroscopic detection of intermediary species.

Original languageEnglish
Pages (from-to)4097-4100
Number of pages4
JournalEuropean Journal of Organic Chemistry
Issue number24
DOIs
Publication statusPublished - Aug 1 2008

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Carbonyl compounds
Nitriles
carbonyl compounds
Ruthenium
Reducing Agents
nitriles
Dehydration
Amides
dehydration
amides
ruthenium
Transition metals
Chemical activation
transition metals
Nuclear magnetic resonance
activation
nuclear magnetic resonance

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

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