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化学学报
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化学学报 ›› 2006, Vol. 64 ›› Issue (18): 1916-1920. 上一篇    下一篇

研究论文

龙脑基β-二酮铁配合物催化的苯乙烯类化合物的不对称环氧化反应

程青芳*,1,2, 许兴友1,2, 李树安1, 沙鸥1, 杨绪杰2, 尤田耙3   

  1. (1淮海工学院化工系 连云港 222005)
    (2南京理工大学材料化学实验室 南京 210094)
    (3中国科学技术大学化学系 合肥 230026)
  • 投稿日期:2005-11-10 修回日期:2006-04-05 发布日期:2006-09-28
  • 通讯作者: 程青芳

Asymmetric Epoxidation of Styrene Analogues Catalyzed by Cam-phyl (β-Diketone)-iron Complexes

CHENG Qing-Fang*,1,2; XU Xing-You1,2; LI Shu-An1; SHA Ou1; YANG Xu-Jie2; YOU Tian-Pa3   

  1. (1 Department of Chemical Technology, Huaihai Institute of Technology, Lianyungang 222005)
    (2 Materials Chemistry Laboratory, Nanjing University of Science and Technol-ogy, Nanjing 210094)
    (3 Department of Chemistry, University of Science and Tech-nology of China, Hefei 230026)
  • Received:2005-11-10 Revised:2006-04-05 Published:2006-09-28
  • Contact: CHENG Qing-Fang

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合成了四个龙脑基β-二酮Fe(III)络合物, 并用它来催化苯乙烯类化合物在氧气和2-乙基丁醛作用下的不对称环氧化反应. 在25～30 ℃下, 反应获得较高的化学产率, 得到的手性环氧化合物的ee范围为47.5%～91.6%. 考察了催化剂结构、底物结构、反应温度等因素对反应的化学产率和光学收率的影响.

关键词: 不对称环氧化, 苯乙烯, 龙脑基β-二酮, Fe(III)络合物

Four camphyl β-diketone iron(III) complexes were synthesized and used in the asymmetric ep-oxidation of styrene analogues affording the corresponding epoxides in good chemical yields and enantioselectivities in the range of 47.5%～91.6% ee with combined use of molecular oxygen and 2-ethylbutyralde- hyde as sacrificial aldehyde at 25～30 ℃. Some factors influencing yield and enantioselectivity were discussed.

Key words: asymmetric epoxidation, styrene, camphyl β-diketone, iron(III) complex