Acta Phys. -Chim. Sin. ›› 2011, Vol. 27 ›› Issue (04): 774-780.doi: 10.3866/PKU.WHXB20110432

• THERMODYNAMICS, KINETICS, AND STRUCTURAL CHEMISTRY • Previous Articles     Next Articles

Weak Interactions in Asymmetric Porphyrin Systems

ZHANG Xiao-Hong, GUO Hong-Rui, JIAO Zhi, YAN Wei-Wei, RUAN Wen-Juan, ZHU Zhi-Ang   

  1. College of Chemistry, Nankai University, Tianjin 300071, P. R. China
  • Received:2010-12-27 Revised:2011-02-15 Published:2011-03-29
  • Contact: RUAN Wen-Juan E-mail:wjruan@nankai.edu.cn
  • Supported by:

    The project was supported by the National Natural Science Foundation of China (20671053).

Abstract:

The weak interactions of 5-imidazolylmethylphenyl-10,15,20-tri-tert-butylphenylporphyrin (1) and 5-imidazolylmethylphenyl-10,15,20-triphenylporphyrin (2) were investigated in chloroform by 1H NMR, UV-Vis and fluorescence spectroscopies, and molecular modeling simulation. The 1H NMR chemical shifts of imidazole in compounds 1 and 2 move upfield compared with that of free imidazole and this shows that intramolecular or intermolecular weak interactions exist in both compounds. Compared with the UV-Vis spectra of compounds 1 and 2 in acetone, their spectra in chloroform show a split Soret band for compound 1, which indicates a weak intramolecular interaction and a red shift of 27 nm for compound 2, which also suggests a weak intermolecular interaction. The fluorescence data supports these results and the data obtained from the molecular simulation are consistent with those of the spectral analyses.

Key words: Weak interaction, Asymmetric porphyrin, 1H NMR, UV-Vis spectrum, Conformation analysis

MSC2000: 

  • O641