Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (5): 1060-1068.DOI: 10.6023/cjoc201408009 Previous Articles     Next Articles



张善国a, 李家柱a, 张朋a, 祁彩霞b, 王进军a,b,c   

  1. a 烟台大学化学化工学院 烟台 264005;
    b 烟台大学文经学院 烟台 264005;
    c 山东省黄金工程技术研究中心工业应用 烟台 264005
  • 收稿日期:2014-08-09 修回日期:2014-10-23 发布日期:2015-01-06
  • 通讯作者: 王进军
  • 基金资助:


Transformation for Exocyclic Ring of Pheophorbide and Syn-thesis of Chlorophyllous Degradation Derivatives

Zhang Shanguoa, Li Jiazhua, Zhang Penga, Qi Caixiab, Wang Jinjuna,b,c   

  1. a College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005;
    b Wenjing College, Yantai University, Yantai 264005;
    c Shandong Applied Research Centre of Gold Nanotechnology Au-SDARC, Yantai 264005
  • Received:2014-08-09 Revised:2014-10-23 Published:2015-01-06
  • Supported by:

    Project supported by the National Natural Science Foundations of China (No.21272048) and the Project of Shandong Applied Reaearch Centre of Gold Nano-technology (2011).

From pheophorbide-a methyl ester, the substituted groups with aromatic ring, which can conjugated with chromophore in different forms, were established at 3-, 12- and 20-position on the chlorin periphery by some classic reactions such as 1,3-dipolar cycloaddition, radical substitution and Wittig olefin-forming. The transformations in the exocyclic ring to other chlorophyllous degradation structures were carried out making use of allomerization, condensation and rearrangement reac-tions. A series of unreported new chlorins were synthesized and their chemical structures were characterized by elemental analysis, UV, IR and 1H NMR spectra. In the same time the chemical reaction process around the periphery, the conjugated effect about the aromatic substitutes and the varying law about electronic spectra of the macrocyclic molecule were also discussed.

Key words: chlorophyll-a, chlorin, transformation for exocyclic ring, chlorophyllous degradation derivative, chemical reaction