高等学校化学学报 ›› 2012, Vol. 33 ›› Issue (06): 1130-1137.doi: 10.3969/j.issn.0251-0790.2012.06.003

• 研究论文: 无机化学 • 上一篇    下一篇

新型氯代苯基咔咯的合成及电化学和光谱性质

欧忠平, 朱佳丽, 林文生, 房媛媛, 路桂芬   

  1. 江苏大学化学化工学院, 镇江 212013
  • 收稿日期:2011-12-15 出版日期:2012-06-10 发布日期:2012-06-10
  • 通讯作者: 欧忠平, 男, 博士, 教授, 博士生导师, 主要从事卟啉类配合物的合成、电催化性质及应用研究. E-mail: zpou2005@yahoo.com.cn E-mail:zpou2005@yahoo.com.cn
  • 基金资助:

    国家自然科学基金(批准号: 21071067, 21001054)资助.

Synthesis, Electrochemical and Spectral Properties of Novel meso-Chlorophenyl Substituted Free-base Corroles

OU Zhong-Ping, ZHU Jia-Li, LIN Wen-Sheng, FANG Yuan-Yuan, LU Gui-Fen   

  1. School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, China
  • Received:2011-12-15 Online:2012-06-10 Published:2012-06-10

摘要: 通过吡咯和具有相应取代基的苯甲醛在甲醇和水的混合溶剂中生成胆色烷, 然后用四氯苯醌氧化胆色烷, 合成了2种新型的咔咯化合物: 三(4-氯苯基)咔咯[(ClPh)3CorH3]和三(2,4-二氯苯基)咔咯[(Cl2Ph)3CorH3]. 采用紫外-可见、荧光、1H NMR、MS和IR等光谱技术对化合物进行了表征. 研究了化合物在二氯甲烷和二甲基甲酰胺中的电化学及光谱电化学性质. 讨论了溶剂和取代基对紫外-可见光谱以及氧化还原电位和电子转移过程的影响. 提出了化合物在2种不同溶剂中的氧化还原反应机理.

关键词: 氯代苯基咔咯, 电化学, 光谱电化学, 氧化还原机理

Abstract: Two novel free-base chloro-substituted triphenylcorroles 5,10,15-tri-(4-chlorophenyl)corrole [(ClPh)3CorH3] and 5,10,15-tri(2,4-dichlorophenyl)corrole [(Cl2Ph)3CorH3] were synthesized and characte-rized by UV-Vis, IR, 1H NMR and mass spectroscopy. The electrochemical and spectroscopic properties of the corroles were examined in dichloromethane and N,N'-dimethylformamide containing 0.1 mol/L TBAP. The effect of solvents and substituents on UV-Vis spectra and redox potentials as well as the electron transfer process of the corroles were discussed. Based on the results of electrochemistry, spectroelectrochemistry and electron spin resonance(ESR) measurements overall reduction/oxidation mechanisms of the corroles were proposed.

Key words: meso-Chlorophenyl substituted free-base corrole, Electrochemistry, Spectroelectrochemistry, Oxidation-reduction mechanism

中图分类号: