Influence of the starting Ni-Al phases on the enantio-differentiating properties of tartaric acid-modified Raney nickel

被引:14
|
作者
Masson, J [1 ]
Cividino, P [1 ]
Court, J [1 ]
机构
[1] UNIV GRENOBLE 1,CNRS URA 332,ETUD DYNAM & STRUCT SELECT LAB,F-38041 GRENOBLE 9,FRANCE
关键词
enantioselectivity; nickel-aluminium; tartaric acid modification; Raney nickel;
D O I
10.1016/1381-1169(96)00022-2
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Using well-defined pure phases: Al3Ni2, Al3Ni and the Al/AI(3)Ni eutectic we prepared tartaric acid-modified Raney nickel (RNi(3-2), RNi(3-1), RNiE). Their catalytic properties were investigated, in the hydrogenation of methyl acetoacetate at constant hydrogen pressure (1.1 MPa) and temperature (333 K) in ethyl acetate. The enantiomeric excess went from 16% on RNi(3-2) to 25% on RNi(3-1) and up to 45% on RNiE which has been prepared using an aluminium in a high state of purity. In the presence of sodium bromide in the modifying solution, RNiE remains the best catalyst: with an ee of 80%.
引用
收藏
页码:289 / 295
页数:7
相关论文
共 47 条
  • [21] Effects of Sodium Acetate and Residual Aluminum on the Hydrogenation Rate, Optical Yield and Catalyst Durability for the Enantio-Differentiating Hydrogenation of Methyl Acetoacetate Over Tartaric Acid-Modified Raney Nickel Catalysts
    Cai, Shunli
    Ma, Kun
    Chen, Hangning
    Zheng, Yunfeng
    Jiang, Jian
    Li, Rong
    CATALYSIS LETTERS, 2009, 128 (1-2) : 227 - 234
  • [22] The durability of the enantio-differentiating ability of a tartaric acid-NaBr-Modified reduced nickel catalyst pre-modified in tetrahydrofuran
    Osawa, T
    Maegawa, M
    Yoshihisa, M
    Kobayashi, M
    Harada, T
    Takayasu, O
    CATALYSIS LETTERS, 2006, 107 (1-2) : 83 - 88
  • [23] The Durability of the Enantio-Differentiating Ability of a Tartaric Acid–NaBr-Modified Reduced Nickel Catalyst Pre-Modified in Tetrahydrofuran
    Tsutomu Osawa
    Miho Maegawa
    Masako Yoshihisa
    Mika Kobayashi
    Tadao Harada
    Osamu Takayasu
    Catalysis Letters, 2006, 107 : 83 - 88
  • [24] Modification Method Studies for the Preparation of Tartaric acid-NaBr-Modified Nickel Catalyst for the Enantio-differentiating Hydrogenation of Methyl Acetoacetate
    Osawa, Tsutomu
    Kobayashi, Mika
    Maegawa, Miho
    Yoshihisa, Masako
    Harada, Tadao
    Takayasu, Osamu
    SCIENTIFIC BASES FOR THE PREPARATION OF HETEROGENEOUS CATALYSTS, PROCEEDINGS OF THE 9TH INTERNATIONAL SYMPOSIUM, 2006, 162 : 497 - 504
  • [25] Enantio-differentiating hydrogenation of methyl acetoacetate over tartaric acid-NaBr-modified supported nickel catalyst prepared from nickel acetylacetonate
    Osawa, T
    Mita, S
    Iwai, A
    Takayasu, O
    Hashiba, H
    Hashimoto, S
    Harada, T
    Matsuura, I
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2000, 157 (1-2) : 207 - 216
  • [26] Highly efficient enantio-selective hydrogenation of methyl acetoacetate over an improved tartaric acid-modified Raney nickel catalyst
    Chen, Hangning
    Li, Rong
    Wang, Huanling
    Yin, Liang
    Wang, Fushan
    Ma, Jiantai
    CHEMISTRY LETTERS, 2006, 35 (08) : 910 - 911
  • [27] Enantio-differentiating hydrogenation of methyl acetoacetate over modified Raney nickel catalysts prepared by two-step modifications
    Tsutomu Osawa
    Kenji Yoshino
    Kosuke Takimoto
    Osamu Takayasu
    Tadao Harada
    Catalysis Letters, 2006, 112 : 167 - 171
  • [28] Sodium Ion as the Most Essential and Effective Element for the Enantio-Differentiating Hydrogenation of Prochiral Ketones over Tartaric Acid Modified Ni Catalyst
    Tsutomu Osawa
    Yuya Tanabe
    Manabu Fujiwara
    Catalysis Letters, 2017, 147 : 686 - 692
  • [29] Enantio-differentiating hydrogenation of alkyl 3-oxobutanoates over tartaric acid-modified Ni catalyst: Enthalpy-entropy compensation effect as a tool for elucidating mechanistic features
    Osawa, Tsutomu
    Wakasugi, Masahiro
    Kizawa, Tomoko
    Borovkov, Victor
    Inoue, Yoshihisa
    MOLECULAR CATALYSIS, 2018, 449 : 131 - 136
  • [30] Sodium Ion as the Most Essential and Effective Element for the Enantio-Differentiating Hydrogenation of Prochiral Ketones over Tartaric Acid Modified Ni Catalyst
    Osawa, Tsutomu
    Tanabe, Yuya
    Fujiwara, Manabu
    CATALYSIS LETTERS, 2017, 147 (03) : 686 - 692