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

作者：Wu Jia Man; Jiang He Yan; Fu Hai Yan; Chen Hua^*; Li Rui Xiang; Li Xian Jun

来源：Acta Physico - Chimica Sinica, 2009, 25(12): 2461-2466.

• Asymmetric hydrogenation
• Supported catalyst
• Chiral diamine
• Benzalacetone
• Iridium

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 optimum reaction conditions, a LiOH concentration of 0.375 mol.L-1 in methanol, a reaction temperature of 40 degrees C, a H-2 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%.

• 出版日期2009-12
• 单位四川大学