Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (04): 815-819.DOI: 10.6023/cjoc201301059 Previous Articles     Next Articles

Articles

二茂铁修饰卟啉及含氟卟啉的光物理与电化学性质

苏敏, 李晴, 王亚光, 陈树峰, 赵海英, 边占喜   

  1. 内蒙古大学化学化工学院 呼和浩特 010021
  • 收稿日期:2013-01-24 修回日期:2013-03-14 发布日期:2013-03-22
  • 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(Nos. 21102068, 21262023)资助项目.

Photophysical and Electrochemical Studies of Porphyrin Containing Ferrocene and/or Fluorine

Su Min, Li Qing, Wang Yaguang, Chen Shufeng, Zhao Haiying, Bian Zhanxi   

  1. College of Chemistry and Chemical Engineering, Inner Mongolia University, Huhhot 010021
  • Received:2013-01-24 Revised:2013-03-14 Published:2013-03-22
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21102068, 21262023).

Functionalized porphyrin and porphyrin containing trifluoromethyl with ferrocene were synthesized. The UV-Vis absorption bands of porphyrin with an electron withdrawing trifluoromethyl group were blue-shifted and those of porphyrin with an electron donating ferrocenyl group were red-shifted. The porphyrin containing ferrocenyl exhibited strong fluorescence quenching compared with those containing trifluoromethyl. The quenching efficiency of diferrocenyl porphyrin was about 66% with a quantum yield Φf of 0.08. These results indicated that there was a strong interaction between the excited state of porphyrin and ferrocene, which was further confirmed by the time-resolved fluorescence measurements. The electrochemical studies indicated that it was difficult to lost electron for the stable porphyrin with an electron withdrawing trifluoromethyl. However, the porphyrin with a ferrocenyl group was oxidized easily to lost electron and was a good electron donor. The research is supposed to provide some theoretical basis for this kind of compound using in donor-acceptor system.

Key words: ferrocene, porphyrin containing fluorine, spectroscopic property, electrochemistry