Premium
Lewis Acid‐Promoted Heterogeneous Platinum Catalysts for Hydrogenation of Amides to Amines
Author(s) -
Shimizu Kenichi,
Onodera Wataru,
Touchy Abeda S.,
Siddiki S. M. A. H.,
Toyao Takashi,
Kon Kenichi
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201600088
Subject(s) - catalysis , platinum , chemistry , lewis acids and bases , organic chemistry , combinatorial chemistry
For the hydrogenation of a tertiary amide ( N ‐acetylpiperidine), Lewis acidic support materials (Nb 2 O 5 and MoOx/TiO 2 ) 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/Nb 2 O 5 shows the highest catalytic activity. Pt/Nb 2 O 5 is generally effective for the selective hydrogenation of various tertiary amides and ɛ‐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/TiO 2 is the secondary most effective and is reusable 10 times after the reaction.