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L-脯氨酸稳定的铱催化苯乙酮及其衍生物不对称加氢反应
引用本文:杨朝芬,杨俊,朱艳琴,孙晓东,李贤均,陈华.L-脯氨酸稳定的铱催化苯乙酮及其衍生物不对称加氢反应[J].物理化学学报,2011,27(12):2887-2892.
作者姓名:杨朝芬  杨俊  朱艳琴  孙晓东  李贤均  陈华
作者单位:1. Research Center for Analysis and Measurement, Kunming University of Science and Technology, Kunming 650093, P. R. China; 2. Key Laboratory of Green Chemistry and Technology, Ministry of Education, Institute of Homogeneous Catalysis, College ofChemistry, Sichuan University, Chengdu 610064, P. R. China
摘    要:以L-脯氨酸为稳定剂制备了负载型金属铱催化剂, 并用于苯乙酮及其衍生物不对称加氢反应. 考察了载体以及L-脯氨酸的量对催化剂性能的影响, 以透射电镜(TEM)和X射线光电子能谱(XPS)对催化剂进行了表征. 结果表明L-脯氨酸对金属铱粒子具有较好的分散和稳定作用. 通过考察反应条件发现: 碱金属离子对反应有较大影响; L-脯氨酸与手性修饰剂对催化活性和对映选择性存在一定的协同促进作用. 在手性二胺(1S,2S)-1,2- 二苯基乙二胺 ((1S,2S)-DPEN) 修饰下, 催化剂 5% (w, 质量分数)Ir/15( 脯氨酸与铱的摩尔比)(L-Proline)-γ-Al2O3催化苯乙酮不对称加氢获得了71.3%的对映选择性(ee), 2?-(三氟甲基)苯乙醇的对映选择性达到了79.8%. 该催化剂制备方法简单, 不需要膦配体做稳定剂, 催化剂性能稳定, 通过简单的离心分离可循环使用5次而无明显的活性和对映选择性降低.

关 键 词:不对称加氢  L-脯氨酸    苯乙酮  (1S  2S)-1  2-二苯基乙二胺  
收稿时间:2011-05-13
修稿时间:2011-10-13

Asymmetric Hydrogenation of Acetophenone and Its Derivatives Catalyzed by L-Proline Stabilized Iridium
YANG Chao-Fen,YANG Jun,ZHU Yan-Qin,SUN Xiao-Dong,LI Xian-Jun,CHEN Hua.Asymmetric Hydrogenation of Acetophenone and Its Derivatives Catalyzed by L-Proline Stabilized Iridium[J].Acta Physico-Chimica Sinica,2011,27(12):2887-2892.
Authors:YANG Chao-Fen  YANG Jun  ZHU Yan-Qin  SUN Xiao-Dong  LI Xian-Jun  CHEN Hua
Institution:1. Research Center for Analysis and Measurement, Kunming University of Science and Technology, Kunming 650093, P. R. China; 2. Key Laboratory of Green Chemistry and Technology, Ministry of Education, Institute of Homogeneous Catalysis, College ofChemistry, Sichuan University, Chengdu 610064, P. R. China
Abstract:A supported iridium catalyst stabilized by L-proline was prepared under mild conditions and was applied to the heterogeneous asymmetric hydrogenation of acetophenone and its derivatives.The effect of the support and L-proline on the supported iridium catalyst was studied.The catalyst was characterized by transmission electron microscopy(TEM) and X-ray photoelectron spectroscopy(XPS).The results showed that L-proline had a marked ability to stabilize and disperse the iridium particles.Reaction conditions for...
Keywords:Asymmetric hydrogenation  L-Proline  Iridium  Acetophenone  (1S  2S)-DPEN  
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