Chemoselective Atmospheric Hydrogenation of Two C═C bonds of α,β-Unsaturated Diketones Derived from Biobased 5-Hydroxymethylfurfural Catalyzed by a Metal–Ligand Bifunctional Iridium Catalyst
Beixuan Dong, Yiqian He, Yaotang Ji, Jinci Liang, Luyao Guo, Qixun Shi, Feng Li
Abstract
Chemoselective atmospheric hydrogenation of two C═C bonds of α,β-unsaturated diketones derived from 5-hydroxymethylfurfural (5-HMF) has been accomplished. In the presence of [Cp*Ir(2,2′-bpyO)(OH 2 )] (0.5 mol %), a series of desired products were obtained in high yields with excellent selectivity. It was found that functional groups in the bpy ligand are crucially important for the catalytic activity. Furthermore, DFT calculations, the application of this strategy for the construction of an aromatic compound, and chemoselective atmospheric hydrogenation of a C═C bond of α,β-unsaturated ketones derived from other biobased furfuryl aldehydes were also presented.
Topics & Concepts
ChemistryCatalysisBifunctionalIridiumOrganic chemistryChemoselectivityLigand (biochemistry)Furfuryl alcoholAtmospheric pressurePolymer chemistryNoyori asymmetric hydrogenationReaction conditionsDouble bondCombinatorial chemistryCatalysis for Biomass ConversionAsymmetric Hydrogenation and CatalysisPhosphorus compounds and reactions