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Synfacts 2024; 20(09): 0959
DOI: 10.1055/s-0043-1774998
Polymer-Supported Synthesis

Selective Hydrogenation of Aldehydes and Ketones under Syngas Using Au NPs Supported on CeO2

Contributor(s):
Yasuhiro Uozumi
,
Aya Tazawa
Shirayama K, Jin X, *, Nozaki K. * The University of Tokyo, Japan
Selective Hydrogenation of Aldehydes under Syngas Using CeO2‑Supported Au Nanoparticle Catalyst.

J. Am. Chem. Soc. 2024;
146: 14086-14094
DOI: 10.1021/jacs.4c02531
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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).


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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.


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Publication History

Article published online:
16 August 2024

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