期刊
JOURNAL OF CATALYSIS
卷 340, 期 -, 页码 136-143出版社
ACADEMIC PRESS INC ELSEVIER SCIENCE
DOI: 10.1016/j.jcat.2016.05.013
关键词
Metal-organic framework; Chemoselective hydrogenation; alpha,beta-Unsaturated aldehyde; Meerwein-Ponndorf-Verley reduction
资金
- Fonds Wetenschappelijk Onderzoek (FWO) [G.0990.11]
- BELSPO [IAP-VII/05]
- Flemish government [CASAS METH/08/04]
Allylic alcohols, important intermediates in fine chemical industry, are typically obtained through chemoselective hydrogenation of alpha,beta-unsaturated aldehydes. Here we show that UiO-66, a zirconium-based metal organic framework can be used in the chemoselective hydrogenation of cinnamaldehyde, both under high hydrogen pressure as silver nanoparticle support, and as transfer hydrogenation catalyst in the Meerwei n-Ponndorf-Verley (MPV) reduction. A recyclable 10 wt% Ag/UiO-66 catalyst reached complete conversion after 6 h and 50 bar of H-2 with 66% selectivity. for cinnamyl alcohol in the inert solvent N,N-dimethylacetamide (DMA). Pure UiO-66 as MPV catalyst with isopropanol reached complete conversion with >90% selectivity after 24 h at 120 degrees C. The substrate scope was extended to citral and carvone, two a, beta-unsaturated carbonyl compounds that are harder to reduce selectively. Introduction of a NO2-functional group into the UiO-66 linker to increase the Lewis acidity was clearly beneficial for the conversion of carvone. (C) 2016 Elsevier Inc. All rights reserved.
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