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Enantio-Differentiating Hydrogenation of Methyl acetoacetate over Asymmetrically Modified Reduced Nickel Catalysts: The Effects of the Coverage of the Modifiers on the Enantio-Differentiating Ability

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Abstract

In order to investigate the factors for attaining a high enantio-differentiating ability (e.d.a.) for the enantio-differentiating hydrogenation of methyl acetoacetate over a tartaric acid pre-modified reduced nickel catalyst, the relation between the coverage of the modifiers on a nickel surface and e.d.a. was investigated. A Ni773 or Ni1373 (the reduced nickel catalyst prepared from a nickel oxide which was calcined at 773 K or 1,373 K, respectively) was used for the preparation of a modified catalyst. It was revealed that the tartaric acid coverage of about 0.2, the appropriate surface for the enantio-differentiation, such as the conditioned surface of Ni1373, and the inhibition of the hydrogenation on non-enantio differentiating sites by Br−, were all important for attaining a high e.d.a. This would be interpreted that only when tartaric acid is adsorbed as an isolated molecule on the appropriate surface, the acid exerts its intrinsic e.d.a.

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Authors and Affiliations

  1. Graduate School of Science and Engineering for Research, University of Toyama, Toyama, 930-8555, Japan

    Tsutomu Osawa, Masayuki Kitano, Tadao Harada & Osamu Takayasu

  2. Faculty of Science and Technology, Ryukoku University, Otsu, 520-2194, Japan

    Tadao Harada

Authors
  1. Tsutomu Osawa
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  2. Masayuki Kitano
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  3. Tadao Harada
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  4. Osamu Takayasu
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Correspondence to Tsutomu Osawa.

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Osawa, T., Kitano, M., Harada, T. et al. Enantio-Differentiating Hydrogenation of Methyl acetoacetate over Asymmetrically Modified Reduced Nickel Catalysts: The Effects of the Coverage of the Modifiers on the Enantio-Differentiating Ability. Catal Lett 128, 413–417 (2009). https://doi.org/10.1007/s10562-008-9765-1

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  • DOI: https://doi.org/10.1007/s10562-008-9765-1

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