Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (4): 922-926.DOI: 10.6023/cjoc201410006 Previous Articles     Next Articles



朱学友, 李小红, 韩凤娇, 张世晨, 赵海英, 边占喜   

  1. 内蒙古自治区精细有机合成重点实验室 内蒙古大学化学化工学院 呼和浩特 010021
  • 修回日期:2014-11-07 发布日期:2014-12-02
  • 通讯作者: 赵海英
  • 基金资助:

    国家自然科学基金(No. 21102068)、内蒙古自治区高等学校科学研究(No. NJZZ001)和内蒙古自治区自然科学基金(Nos. 2013MS0207, 2014JQ02)资助项目.

Burning-Rate Catalytic Properties of Ferrocenyl β-Diketones and Their Cu(II), Ni(II) Complexes

Zhu Xueyou, Li Xiaohong, Han Fengjiao, Zhang Shichen, Zhao Haiying, Bian Zhanxi   

  1. Inner Mongolia Key Laboratory of Fine Organic Synthesis and College of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010021
  • Revised:2014-11-07 Published:2014-12-02
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21102068), the Research Program of Science and Technology at Universities of Inner Mongolia (No. NJZZ001) and the Natural Science Foundation of Inner Mongolia (Nos. 2013MS0207, 2014JQ02).

Ferrocenyl β-diketones containing benzene ring have been synthesized and characterized. The content of enol isomer is almost 100% in β-diketone containing nitro group, and decreases to 84% in that containing methoxy group in CDCl3 from 1H NMR. When they were converted to the Cu(II) or Ni(II) complexes, the stretching bands of C=O and C=C in enol isomers shifted 57~69 and 10~27 cm-1 to low wave number, respectively. The absorption bands below 300 nm assignabling to Fe(d)-π* and π-π* electronic transitions of the aromatic rings in UV-vis absorption spectra shifted bathochromically 5~17 nm. The thermogravimetry-differential scanning calorimetry (TG-DSC) measurements confirmed that not only the sublimation for ammonium perchlorate (AP) on the high-temperature decomposition stage was inhabited but also the obvious catalytic effect on the decomposition of AP was found after adding these ferrocenyl β-diketones or their Cu or Ni complexes to AP, and the Cu complexes had the most significant effect. The Cu complex containing methoxy group decreased the decomposition temperature of AP by 87 ℃. So the Cu complexes are more effective catalysts than ferrocenyl β-diketone ligands and the Ni complexes.

Key words: ferrocene, β-diketone, transition metal complex, ammonium perchlorate, burning-rate catalyst