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Routes of catalytic hydrogen addition to α, β-unsaturated ketones

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Conclusions

  1. 1.

    Intermediate enol formation has been registered by deuterium exchange in the hydrogenation products ofα, β-unsaturated ketones on Co/C and Rh/C, indicating 1,4 addition of hydrogen to the enone system.

  2. 2.

    The presence of 1,4 hydrogen addition toα,β-unsaturated ketones is determined by the nature of the catalyst; Pd/C does not catalyze this process route.

  3. 3.

    Modification of Pd catalysts with cadmium changes their orienting action and selectivity in favor of 1,4 hydrogen addition with intermediate enol formation.

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Literature cited

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    L. Kh. Freidlin, L. I. Gvinter, V. A. Zamureenko, A. A. Sukhobok, and I. M. Kustanovich, Zh. Organ. Khim.,9, 3 (1973).

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    P. N. Rylander, Catalytic Hydrogenation over Platinum Metals, Academic Press, New York (1967), p. 283.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 817–819, April, 1976.

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Freidlin, L.K., Gvinter, L.I., Zamureenko, V.A. et al. Routes of catalytic hydrogen addition to α, β-unsaturated ketones. Russ Chem Bull 25, 795–797 (1976). https://doi.org/10.1007/BF00922382

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Keywords

  • Hydrogen
  • Cadmium
  • Ketone
  • Deuterium
  • Hydrogenation Product