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CC BY 4.0 · SynOpen
DOI: 10.1055/a-2813-7773
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Catalytic Hydrogenation of Conjugated Dienes With Different Reactivities Using a Pd/C Nanophase Catalyst

Authors

  • Eduard V. Verner

    1   Department of porous compounds and materials, L V Pisarzhevskii Institute of Physical Chemistry National Academy of Sciences of Ukraine, Kyiv, Ukraine (Ringgold ID: RIN202077)
    2   Winston Churchill Street 78, Enamine Ltd, Kyiv, Ukraine (Ringgold ID: RIN376198)

  • Vladyslav V. Subotin

    1   Department of porous compounds and materials, L V Pisarzhevskii Institute of Physical Chemistry National Academy of Sciences of Ukraine, Kyiv, Ukraine (Ringgold ID: RIN202077)
    2   Winston Churchill Street 78, Enamine Ltd, Kyiv, Ukraine (Ringgold ID: RIN376198)

  • Bohdan Vashchenko

    3   Department of Medicinal Chemistry, Enamine Scientific Research Institute, Winston Churchill Street 67, Kyiv, Ukraine
    4   Volodymyrska Street 60, Taras Shevchenko National University of Kyiv, Kyiv, Ukraine (Ringgold ID: RIN111229)

  • Oleksandr O. Grygorenko

    2   Winston Churchill Street 78, Enamine Ltd, Kyiv, Ukraine (Ringgold ID: RIN376198)
    5   Winston Churchill Street 67, Enamine Scientific Research Institute, Kyiv 02094, Ukraine
    4   Volodymyrska Street 60, Taras Shevchenko National University of Kyiv, Kyiv, Ukraine (Ringgold ID: RIN111229)

  • Serhiy V. Ryabukhin 

    2   Winston Churchill Street 78, Enamine Ltd, Kyiv, Ukraine (Ringgold ID: RIN376198)
    5   Winston Churchill Street 67, Enamine Scientific Research Institute, Kyiv 02094, Ukraine
    4   Volodymyrska Street 60, Taras Shevchenko National University of Kyiv, Kyiv, Ukraine (Ringgold ID: RIN111229)
    6   5 Akademik Kuhar str., Institute of Organic Chemistry National Academy of Sciences of Ukraine, Kyiv, Ukraine (Ringgold ID: RIN202071)

  • Dmitriy M Volochnyuk

    2   Winston Churchill Street 78, Enamine Ltd, Kyiv, Ukraine (Ringgold ID: RIN376198)
    5   Winston Churchill Street 67, Enamine Scientific Research Institute, Kyiv 02094, Ukraine
    4   Volodymyrska Street 60, Taras Shevchenko National University of Kyiv, Kyiv, Ukraine (Ringgold ID: RIN111229)
    6   5 Akademik Kuhar str., Institute of Organic Chemistry National Academy of Sciences of Ukraine, Kyiv, Ukraine (Ringgold ID: RIN202071)

  • Sergey Kolotilov 

    1   Department of porous compounds and materials, L V Pisarzhevskii Institute of Physical Chemistry National Academy of Sciences of Ukraine, Kyiv, Ukraine (Ringgold ID: RIN202077)
    2   Winston Churchill Street 78, Enamine Ltd, Kyiv, Ukraine (Ringgold ID: RIN376198)
    4   Volodymyrska Street 60, Taras Shevchenko National University of Kyiv, Kyiv, Ukraine (Ringgold ID: RIN111229)
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A Pd-C catalyst, prepared by decomposition of tris(dibenzylideneacetone)dipalladium(0) (Pd2(dba)3) on activated carbon (5 % Pd), was found to efficiently catalyze the hydrogenation reaction of diene carboxylates featuring isolated saturated ring scaffolds. Under 100 atm H₂ at 30 °C for 24 h in MeOH, the catalyst proposed provided significantly higher yields of the fully saturated products than other tested Pd/C catalysts, particularly for the less reactive five-membered-ring diene substrate. In contrast, hydrogenation of a more reactive six-membered diene proceeded to high conversion with all catalysts. All studied catalysts showed diminished activity in AcOH (requiring higher Pd loadings for comparable conversion), and very low yields in hexane or THF (consistent with the low H2 solubility in these solvents). We believe that the proposed Pd/C nanocomposite could be especially beneficial for the hydrogenation of low-reactivity organic compounds, especially for accessing functionalized sp³-enriched bicyclic scaffolds.



Publication History

Received: 17 November 2025

Accepted after revision: 13 February 2026

Accepted Manuscript online:
13 February 2026

© . The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting unrestricted use, distribution, and reproduction so long as the original work is properly cited. (https://creativecommons.org/licenses/by/4.0/).

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