大学化学 >> 2021, Vol. 36 >> Issue (6): 2008065.doi: 10.3866/PKU.DXHX202008065

化学实验 上一篇    下一篇

双乙酰基二茂铁的合成及其与1, 10-邻菲啰啉之间的光配体交换反应产物剖析——推荐一个新颖有趣的综合化学实验

孟祥茹, 李纲()   

  • 收稿日期:2020-08-27 录用日期:2020-09-24 发布日期:2020-11-06
  • 通讯作者: 李纲 E-mail:gangli@zzu.edu.cn
  • 作者简介:李纲, Email: gangli@zzu.edu.cn
  • 基金资助:
    2017年郑州大学校级质量工程项目“重点教材建设项目”

Synthesis of Diacetylferrocene and Analysis of Photo-ligand Exchange Reaction Product between Diacetylferrocene and 1, 10-Phenanthroline: A New and Interesting Comprehensive Chemistry Experiment

Xiangru Meng, Gang Li()   

  • Received:2020-08-27 Accepted:2020-09-24 Published:2020-11-06
  • Contact: Gang Li E-mail:gangli@zzu.edu.cn

摘要:

首先以二茂铁和乙酰氯为原料,通过Friedel-Crafts酰基化反应制备1,1’-二乙酰基二茂铁(DAF),此过程涉及低温控制、无水无氧操作、萃取、减压蒸馏、重结晶等基本操作;然后利用DAF的光敏性以及1,10-邻菲啰啉(phen)的强螯合能力,在可见光的照射下进行配体交换反应:phen取代乙酰基环戊二烯配体并得到配合物[Fe(phen)3](C5H4COCH32·CH3CN·2H2O。最后借助粉末X射线衍射、元素分析、红外光谱、核磁共振氢谱等手段确定光反应产物的组成。本实验难度适中,测试手段多样,使得大三或者大四的本科生能够在综合化学实验(Ⅰ)以及无机、分析、有机化学实验的基础上,独立完成一个基本的科研训练过程。

关键词: 1, 1'-二乙酰基二茂铁, 1, 10-邻菲啰啉, 光配体交换反应, 综合化学实验

Abstract:

1, 1-diacetylferrocene (DAF) was synthesized through Friedel-Crafts acylation reaction by using ferrocene and acetylchloride as starting materials. This process involves basic laboratory skills, such as low temperature control, anhydrous and anoxic operation, extraction, vacuum distillation and recrystallization. The photo-ligand exchange reaction between DAF and 1, 10-phenanthroline (phen) was carried out under visible light irradiation due to the photosensitivity of DAF and the strong chelating ability of phen. Phen substituted acetyl cyclopentadiene ligand, and produced complex[Fe(phen)3](C5H4COCH3)2·CH3CN·2H2O. The composition of the photoreaction product was determined by means of powder X-ray diffraction, elemental analysis, infrared spectrum and 1H NMR spectra. This comprehensive chemistry experiment is appropriate in difficulty, and the testing methods are diversified, which enables junior or senior undergraduates to complete a basic scientific research training process independently on the basis of comprehensive laboratory (Ⅰ) and basic inorganic, analytical and organic chemistry laboratories.

Key words: 1, 1-Diacetylferrocene, 1, 10-Phenanthroline, Photo-ligand exchange reaction, Comprehensive chemistry experiment

MSC2000: 

  • G64