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

作者:Zhu, Xueyou*; Li, Xiaohong; Han, Fengjiao; Zhang, Shichen; Zhao, Haiying; Bian, Zhanxi
来源:Chinese Journal of Organic Chemistry, 2015, 35(4): 922-926.
DOI:10.6023/cjoc201410006

摘要

Ferrocenyl beta-diketones containing benzene ring have been synthesized and characterized. The content of enol isomer is almost 100% in beta-diketone containing nitro group, and decreases to 84% in that containing methoxy group in CDCl3 from H-1 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 similar to 69 and 10 similar to 27 cm(-1) to low wave number, respectively. The absorption bands below 300 nm assignabling to Fe(d)-pi* and pi-pi* electronic transitions of the aromatic rings in UV-vis absorption spectra shifted bathochromically 5 similar to 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 beta-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 degrees C. So the Cu complexes are more effective catalysts than ferrocenyl beta-diketone ligands and the Ni complexes.