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Conditioning of Palladium-on-carbon (Pd/C) for Uniform Cinchonidine Modification to Perform Highly Enantioselective Hydrogenation

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Abstract

Cinchonidine (CD)-modified palladium catalyst gave the high product ee when a commercial wet Pd/C was used after the co-evaporation pretreatment. The improvement in the ee was attributed to removal of water from a specific Pd/C interior. The use of a water-soluble CD·HCl salt resulted in the high ee without pretreatment.

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Acknowledgments

This work was supported by Grant-in-Aid for Scientific Research on Priority Areas (No. 20037058, “Chemistry of Concerto Catalysis”) from MEXT of Japan, and by Global COE program from JSPS. The authors thank Emeritus Professor Okuyama for his helpful discussions, and N.E. CHEMCAT Co. for donating the Pd/C catalysts. The authors also thank Daicel Chemical Industry, Ltd. for operation of the Karl–Fischer titration.

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Authors and Affiliations

  1. Graduate School of Material Science, University of Hyogo, 3-2-1 Kohto, Kamigori, Ako-gun, Hyogo, 678-1297, Japan

    Tae Yeon Kim, Mai Yokota, Takayuki Uchida & Takashi Sugimura

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  1. Tae Yeon Kim
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  2. Mai Yokota
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  3. Takayuki Uchida
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  4. Takashi Sugimura
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Correspondence to Takashi Sugimura.

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Kim, T.Y., Yokota, M., Uchida, T. et al. Conditioning of Palladium-on-carbon (Pd/C) for Uniform Cinchonidine Modification to Perform Highly Enantioselective Hydrogenation. Catal Lett 131, 279–284 (2009). https://doi.org/10.1007/s10562-009-0067-z

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  • DOI: https://doi.org/10.1007/s10562-009-0067-z

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