Shirayama K,
Jin X,
*,
Nozaki K.
*
The University of Tokyo, Japan
Selective Hydrogenation of Aldehydes under Syngas Using CeO
2‑Supported Au Nanoparticle Catalyst.
J. Am. Chem. Soc. 2024;
146: 14086-14094
Key words
gold catalysis - selective hydrogenation - syngas - aldehydes - ketones
Significance
Gold nanoparticles supported on ceria (Au/CeO2), prepared according to equation 1, catalyzed the selective hydrogenation of aldehydes and ketones bearing various reducible substituents, such as alkyne, alkene, nitrile, and halogen groups under H2/CO atmosphere to afford the corresponding alcohols in up to >99% conversion with 97% selectivity (eq. 2). Au/CeO2 also promoted the one-pot hydroformylation/hydrogenation of terminal alkenes in the presence of Rh(acac)(CO)2 and Xantphos to afford the corresponding alcohols (eq. 3).
Comment
In the hydrogenation of 10-undecenal, the catalyst was recovered by filtration, treated with 1 atm of H2 at 150 °C, and reused three times without significant loss of its catalytic activity. Mechanistic studies suggested that CO is adsorbed onto the Au NPs and acts as a site blocker to suppress the hydrogenation or isomerization of the alkene substituent.