Heterogeneously Catalyzed Selective Decarbonylation of Aldehydes by CeO₂-Supported Highly Dispersed Non-Electron-Rich Ni(0) Nanospecies

Abstract

Aldehyde decarbonylation has been extensively investigated, primarily using noble-metal catalysts; however, nonprecious-base-metal-catalyzed aldehyde decarbonylation has been hardly reported. We have established an efficient selective aldehyde decarbonylation reaction with a broad substrate scope and functional group tolerance utilizing a heterogeneous Ni(0) nanospecies catalyst supported on CeO2. The high catalytic performance is attributable to the highly dispersed and non-electron-rich Ni(0) nanospecies, which possibly suppress a side reaction producing esters and adsorbed CO-derived inhibition of the catalytic turnover, according to detailed catalyst characterization and kinetic evaluation.

A palladium complex of a macrocyclic selenium ligand: catalyst for the dehydroxymethylation of dihydroxy compounds

“…Based on the control experiments and earlier reports, 8 a tentative reaction path is proposed for the dehydroxymethylation reaction. Initially, the dihydroxy compound undergoes oxidation to form the corresponding aldehyde.…”

“…Only a handful of catalytic systems have been reported in the recent past which can catalyze mono-dehydroxymethylation in a single step. 8 None of these deals with the dehydroxymethylation of dihydroxy compounds having such long alkyl chains or biphenyl linkers.…”

Electrochemical Deoxygenation of Alcohols into Alkanes

“…The reaction was carried out under 15 mA for 10 h. The spectra matched with the previous report. 28 51 mg, 77% yield, white solid.…”

Decarbonylation of 1,2-Diketones to Diaryl Ketones via Oxidative Addition Enabled by an Electron-Deficient Au–Pd Nanoparticle Catalyst

“…Decarbonylation, a reaction that involves CO removal from carbonyl compounds via C–C bond cleavage, is one of the most powerful transformations because it offers a versatile synthetic strategy with a broad substrate scope . Because Eschinazi first reported the decarbonylation of aldehydes, a variety of carbonyl compounds, such as aldehydes, ketones, esters, thioesters, amides, , acylsilanes, acylhalides, , acylcyanides, carboxylic anhydrides, acylphosphonates, and acylphosphines, have been applied to intramolecular or intermolecular coupling reactions via decarbonylation (Scheme a).…”