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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (05): 587-592. 上一篇    下一篇

研究论文

手性胺醇稀土配合物的合成、荧光性质及其催化芳香酮的不对称氢化反应

闫鹏飞，邹晓艳，李光明*，陈正军   

  1. (黑龙江大学化学化工与材料学院 哈尔滨 150080)
  • 收稿日期:2006-07-26 修回日期:1900-01-01 发布日期:2007-05-10
  • 通讯作者: 李光明

Synthesis and Fluorescence of Chiral Amino Alcohol Lanthanide Complexes and Their Catalytic Asymmetric Hydrogenation for Aromatic Ketones

YAN Peng-Fei, ZOU Xiao-Yan, LI Guang-Ming*, CHEN Zheng-Jun   

  1. (School of Chemistry and Materials Science, Heilongjiang University, Harbin 150080)
  • Received:2006-07-26 Revised:1900-01-01 Published:2007-05-10
  • Contact: LI Guang-Ming

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被引次数

16 | 4

合成了三种新的含C2-对称轴的手性胺醇(PhOHCHCH2)2NCH2C6H4R (R＝OCH3, L1; R＝CH3, L2; R＝Cl, L3), 将其与无水氯化稀土LnCl3•4THF (Ln＝La, Sm, Gd)反应生成了九个新的胺醇类稀土配合物LLnCl•2THF (L＝L1, L2, L3; Ln＝La, Sm, Gd). 用元素分析、热重分析、红外和紫外光谱等手段对它们进行了表征. 荧光光谱显示一些配合物具有荧光性能. 原位催化芳香酮的不对称氢化反应表明: L1/SmCl3•4THF体系催化苯乙酮不对称氢化反应的转化率达71%, 相应的对映体过量值达32%.

关键词: 稀土配合物, 不对称氢化反应, 合成, 荧光性质, 手性胺醇

Three new C2-symmetric chiral amino alcohols (PhOHCHCH2)2NCH2C6H4R (R＝OCH3, L1; R＝CH3, L2; R＝Cl, L3) and their lanthanide complexes LLnCl•2THF (L＝L1, L2, L3; Ln＝La, Sm, Gd) were prepared and characterized. Fluorescent spectra revealed that some complexes emitted fluorescence. In-situ chiral amino alcohol lanthanide complexes L1/SmCl3•4THF effectively catalyzed asymmetric hydrogenation of aromatic ketone with a conversion of 71% and enantiomeric excess (ee) of 32%.

Key words: lanthanide complex, asymmetric hydrogenation, synthesis, fluorescence, chiral amino alcohol