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有机化学
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有机化学 ›› 2009, Vol. 29 ›› Issue (05): 748-752. 上一篇    下一篇

研究论文

基于Willgerodt-Kindler反应的两种二茂铁羧酸的合成及机理研究

邱 潇a; 张久峰a ; 赵红莉a ; 蓝闽波*,a,b   

  1. (a华东理工大学结构可控先进功能材料及其制备教育部重点实验室 上海 200237)
    (b华东理工大学分析测试中心 上海 200237)
  • 收稿日期:2008-08-08 修回日期:2008-11-17 发布日期:2009-05-20
  • 通讯作者: 蓝闽波

Synthesis of Two Ferrocene Carboxylic Acids via Willgerodt-Kindler Reaction and Mechanism

Qiu, Xiaoa ; Zhang, Jiufenga ; Zhao, Honglia; Lan, Minbo*,a,b   

  1. (a Key Laboratory of Advanced Materials (ECUST), Ministry of Education, East China University of Science and Technology, Shanghai 200237)
    (b Research Center of Analysis and Test, East China University of Science and Technology, Shanghai 200237)
  • Received:2008-08-08 Revised:2008-11-17 Published:2009-05-20
  • Contact: Lan, Minbo

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被引次数

13 | 2

以Na2S•9H2O为催化剂, 通过Willgerodt-Kindler反应分别合成了二茂铁乙酸和1,1’-二茂铁二乙酸, 用IR, 1H NMR, MS和元素分析对产物分别进行了结构表征, 并利用GC-MS研究了该反应机理, 推测反应是由多硫阴离子进攻羰基α碳所引发, 同时讨论了影响反应的各种因素.

关键词: 1,1’-二茂铁二乙酸, Willgerodt-Kindler反应, 合成, 机理, 二茂铁乙酸

Ferrocenylacetic acid and 1,1’-ferrocenyldiacetic acid were synthesized via Willgerodt-Kindler reaction in the presence of Na2S•9H2O as catalyst. Their structures were characterized by IR, 1H NMR, MS techniques and elemental analysis. By GC-MS, the mechanism was proposed that the reaction was initiated by the polysulfide anion attacking at the α-carbon. Further factors affecting the reaction were also discussed.

Key words: 1,l’-ferrocenyldiacetic acid, mechani, Willgerodt-Kindler reaction, systhesis, ferrocenylacetic acid