Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 26, Pages 7564-7567Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201501795
Keywords
aerobic oxidation; amide synthesis; gold nanoparticles; heterogeneous catalysis
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Funding
- Japan Society for the Promotion of Science (JSPS)
- Global COE Program
- University of Tokyo
- MEXT Japan
- Japan Science and Technology Agency (JST)
- NEDO
- Grants-in-Aid for Scientific Research [15KT0058] Funding Source: KAKEN
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Metal nanoparticles (NPs) have attracted much attention in many fields due to their intrinsic characteristics. It is generally accepted that smaller NPs (1.5-3nm) are more active than larger NPs, and reverse cases are very rare. We report here the direct aerobic oxidative amide synthesis from aldehydes and amines catalyzed by polymer-incarcerated gold (Au) NPs. A unique correlation between imine/amide selectivity and size of NPs was discovered; Au-NPs of medium size (4.5-11nm) were found to be optimal. High yields were obtained with a broad range of substrates, including primary amines. Au-NPs of medium size could be recovered and reused several times without loss of activity, and they showed good activity and selectivity in amide formation from alcohols and amines.
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