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Defining the qualities of high-quality palladium on carbon catalysts for hydrogenolysis

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Crawford,  Conor       
Peter H. Seeberger - Automated Systems, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Seeberger,  Peter H.
Peter H. Seeberger - Automated Systems, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Citation

Crawford, C., Qiao, Y., Liu, Y., Huang, D., Yan, W., Seeberger, P. H., et al. (2021). Defining the qualities of high-quality palladium on carbon catalysts for hydrogenolysis. Organic Process Research & Development, 25(7), 1573-1578. doi:10.1021/acs.oprd.0c00536.


Cite as: https://hdl.handle.net/21.11116/0000-0008-C6D7-6
Abstract
Palladium-catalyzed hydrogenolysis is often the final step in challenging natural product total syntheses and a key step in industrial processes producing fine chemicals. Here, we demonstrate that there is wide variability in the efficiency of commercial sources of palladium on carbon (Pd/C) resulting in significant differences in selectivity, reaction times, and yields. We identified the physicochemical properties of efficient catalysts for hydrogenolysis: (1) small Pd/PdO particle size (2) homogeneous distribution of Pd/PdO on the carbon support, and (3) palladium oxidation state are good predictors of catalytic efficiency. Now chemists can identify and predict a catalyst’s efficiency prior to the use of valuable synthetic material and time.