Chemoselective reduction of α,β-unsaturated carbonyl compounds with UiO-66 materials

摘要: Abstract Allylic alcohols, important intermediates in fine chemical industry, are typically obtained through chemoselective hydrogenation of α,β-unsaturated aldehydes. Here we show that UiO-66, a zirconium-based metal–organic framework can be used the cinnamaldehyde, both under high hydrogen pressure as silver nanoparticle support, and transfer catalyst Meerwein–Ponndorf–Verley (MPV) reduction. A recyclable 10 wt% Ag/UiO-66 reached complete conversion after 6 h 50 bar H2 with 66% selectivity for cinnamyl alcohol inert solvent N,N-dimethylacetamide (DMA). Pure UiO-66 MPV isopropanol >90% 24 h at 120 °C. The substrate scope was extended to citral carvone, two carbonyl compounds harder reduce selectively. Introduction NO2-functional group into linker increase Lewis acidity clearly beneficial carvone.