Mild Deoxygenation of Aromatic Ketones and Aldehydes over Pd/C Using Polymethylhydrosiloxane as the Reducing Agent
Number of Authors: 6
2015 (English)In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 54, no 17, 5122-5126 p.Article in journal (Refereed) Published
Herein, a practical and mild method for the deoxygenation of a wide range of benzylic aldehydes and ketones is described, which utilizes heterogeneous Pd/C as the catalyst together with the green hydride source, polymethylhydrosiloxane. The developed catalytic protocol is scalable and robust, as exemplified by the deoxygenation of ethyl vanillin, which was performed on a 30 mmol scale in an open-to-air setup using only 0.085 mol% Pd/C catalyst to furnish the corresponding deoxygenated product in 93% yield within 3 hours at room temperature. Furthermore, the Pd/C catalyst was shown to be recyclable up to 6 times without any observable decrease in efficiency and it exhibited low metal leaching under the reaction conditions.
Place, publisher, year, edition, pages
2015. Vol. 54, no 17, 5122-5126 p.
deoxygenation, heterogeneous catalysis, ketones, palladium, silanes
IdentifiersURN: urn:nbn:se:su:diva-117724DOI: 10.1002/anie.201411059ISI: 000354190800024OAI: oai:DiVA.org:su-117724DiVA: diva2:819157