有机化学 ›› 2017, Vol. 37 ›› Issue (5): 1295-1299.DOI: 10.6023/cjoc201702043 上一篇    下一篇

研究简报

手性多齿胺膦配体/铁簇合物催化酮的不对称转移氢化反应

吴访, 张文景, 安冬丽, 李岩云, 高景星   

  1. 厦门大学化学化工学院 醇醚酯化工清洁生产国家工程实验室 厦门 361005
  • 收稿日期:2017-02-27 修回日期:2017-04-01 出版日期:2017-05-25 发布日期:2017-04-13
  • 通讯作者: 李岩云 E-mail:yanyunli@xmu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21173176,21673190)、中央高校基本科研业务费专项资金(No.20720150040)资助项目.

Asymmetric Transfer Hydrogenation of Ketones Catalyzed by Chiral Multidentate Aminophosphine Ligands/Iron Cluster

Wu Fang, Zhang Wenjing, An Dongli, Li Yanyun, Gao Jingxing   

  1. National Engineering Laboratory for Green Chemical Productions of Alcohols, Ethers and Esters, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005
  • Received:2017-02-27 Revised:2017-04-01 Online:2017-05-25 Published:2017-04-13
  • Contact: 10.6023/cjoc201702043 E-mail:yanyunli@xmu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21173176, 21673190) and the Fundamental Research Funds for the Central Universities (No. 20720150040).

从廉价易得、绿色环保的铁簇合物Fe3(CO)12出发,开展了其与手性多齿胺膦配体(RRRR)-PN4H6原位生成的催化体系在酮的不对称转移氢化中的应用研究.通过考察温度、添加剂等影响因素,探索最优的反应条件,并将其进一步应用于多种芳香酮的不对称转移氢化反应,得到高达96%ee的对映选择性.

关键词: 手性胺膦配体, 铁簇合物, 廉价金属, 酮, 不对称转移氢化反应

As one of the most abundant metals on earth, iron is cheap and low toxicity. Herein we reported the asymmetric transfer hydrogenation of (ATH) ketones catalyzed by the system generated in situ from chiral multidentate aminophosphine ligand (R,R,R,R)-PN4H6 and Fe3(CO)12. The effects of temperature and additive on the ATH of propiophenone were examined. After optimizing the reaction conditions, we applied the catalytic system to the ATH of various aromatic ketones, obtaining the corresponding optical active alcohols with high enantioselectivities (up to 96% ee).

Key words: chiral aminophosphine ligand, iron cluster, cheap metal, ketones, asymmetric transfer hydrogenation