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Citation: WU Jia-Man, JIANG He-Yan, FU Hai-Yan, CHEN Hua, LI Rui-Xiang, LI Xian-Jun. Asymmetric Hydrogenation of Benzalacetone Catalyzed by (1S,2S)-DPEN Modified 3%Ir/SiO₂/2TPP Catalysts[J]. Acta Physico-Chimica Sinica, ;2009, 25(12): 2461-2466. doi: 10.3866/PKU.WHXB20091107 shu

Asymmetric Hydrogenation of Benzalacetone Catalyzed by (1S,2S)-DPEN Modified 3%Ir/SiO₂/2TPP Catalysts

1.
Key Laboratory of Green Chemistry and Technology of the Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China

Received Date: 6 May 2009
Available Online: 16 September 2009

The enantioselective hydrogenation of benzalacetone catalyzed by the chiral diamine [(1S,2S)-1,2-diphenyl-1,2-ethylenediamine] ((1S,2S)-DPEN) modified 3%(w)Ir/SiO2/2TPP (TPP=triphenylphosphine) was investigated. We found that (1S,2S)-DPEN could accelerate the rate of the reaction and efficiently increase the selectivity for C=O bond hydrogenation. Under the optimumreaction conditions, a LiOH concentration of 0.375 mol·L-1 in methanol, a reaction temperature of 40 ℃, a H2 pressure of 6.0 MPa and reaction time of 8 h, the conversion of benzalacetone was more than 99.0%and the selectivity for unsaturated alcohol was more than 99.0%. The enantiomeric excess (ee) value of the unsaturated alcohol reached 48.1%.
- Asymmetric hydrogenation,
- Supported catalyst,
- Chiral diamine,
- Benzalacetone,
- Iridium
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沈阳化工大学材料科学与工程学院沈阳 110142

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Asymmetric Hydrogenation of Benzalacetone Catalyzed by (1S,2S)-DPEN Modified 3%Ir/SiO2/2TPP Catalysts

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通讯作者: 陈斌, bchen63@163.com

Asymmetric Hydrogenation of Benzalacetone Catalyzed by (1S,2S)-DPEN Modified 3%Ir/SiO₂/2TPP Catalysts