Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (5): 1131-1136.DOI: 10.6023/cjoc201412002 Previous Articles     Next Articles

Notes

二茂铁查尔酮衍生物的电化学与热性质

王栋, 朱学友, 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
  • 收稿日期:2014-12-01 修回日期:2014-12-26 发布日期:2014-01-14
  • 通讯作者: 赵海英 E-mail:hyzhao@imu.edu.cn
  • 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.

Electrochemical and Thermal Properties of Ferrocene-Containing Chalcone Derivatives

Wang Dong, Zhu Xueyou, 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
  • Received:2014-12-01 Revised:2014-12-26 Published:2014-01-14
  • 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).

Ferrocene-containing chalcone derivatives with benzene rings (3a~3d) or naphthalene rings (3e~3h) were synthesized and characterized. These compounds exhibited good UV-vis absorption properties. The cyclic voltammogram investigations revealed that redox-active ferrocenyl groups of 3b and 3f exhibited one-electron transfer processes and naphthalene rings instead of benzene rings had little or no effect on the formal redox potential of ferrocene. As compared to the ferrocene standard, it was difficult to lost electron for ferrocene-containing chalcone derivatives indicating their high stability. Their thermal behaviors indicated that these compounds started to decompose at about 250~260 ℃, and the melting points decreased with lengthening terminal alkyl chains. When the rigid core of molecular were mostly benzene rings, crystal polymorphic phase transitions with lengthening terminal alkyl chains was observed in the first heating cycle; whereas the melting points increased when the rigid core of molecular contained naphthalene rings, and lengthening terminal alkyl chains had little effect on the crystal phase stability. The research is supposed to provide some theoretical basis for this kind of compound using in function materials.

Key words: ferrocene, chalcone, electrochemistry, thermal behavior