Journal
CHEMISTRYSELECT
Volume 1, Issue 4, Pages 736-740Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201600088
Keywords
amide hydrogenation; amines; Lewis acids; heterogeneous catalysis; platinum
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Funding
- MEXT [26289299]
- MEXT program Elements Strategy Initiative to Form Core Research Center
- Grants-in-Aid for Scientific Research [25106010, 26289299] Funding Source: KAKEN
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For the hydrogenation of a tertiary amide (N-acetylpiperidine), Lewis acidic support materials (Nb2O5 and MoOx/TiO2) increase the catalytic activity of Pt metal nanoparticles by a factor of > 100. In situ infrared (IR) study shows that coordination of the C=O group of amide to surface Lewis acid sites weakens the C=O bond, and the activated amide undergoes hydrogen transfer from H species on Pt sites. Among 19 types of heterogeneous catalysts tested, Pt/Nb2O5 shows the highest catalytic activity. Pt/Nb2O5 is generally effective for the selective hydrogenation of various tertiary amides and e-caprolactam to the corresponding amines under additive-free and solventless conditions and shows an order of higher turnover number (TON) than previously reported catalysts. Pt-MoOx/TiO2 is the secondary most effective and is reusable 10 times after the reaction.
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