Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (3): 1177-1186.DOI: 10.6023/cjoc202006080 Previous Articles     Next Articles



张珠a, 赵雨b, 王欣悦b, 李家柱b, 王进军a,b,*()   

  1. a 烟台大学文经学院 食品与生物工程系 山东烟台 264005
    b 烟台大学化学化工学院 烟台 264005
  • 收稿日期:2020-06-30 修回日期:2020-10-19 发布日期:2020-11-04
  • 通讯作者: 王进军
  • 基金资助:
    国家自然科学基金(21272048); 山东省自然科学基金(ZR2015BQ012)

Syntheses of Chlorophyllous Chlorin Derivatives with Aromatic Ring-Fused Imidazole Structural Unit

Zhu Zhanga, Yu Zhaob, Xinyue Wangb, Jiazhu Lib, Jinjun Wanga,b,*()   

  1. a Department of Food & Biological Engineering, Wenjing College, Yantai University, Yantai, Shandong 264005
    b College of Chemistry and Chemical Engineering, Yantai University, Yantai, Shandong 264005
  • Received:2020-06-30 Revised:2020-10-19 Published:2020-11-04
  • Contact: Jinjun Wang
  • About author:
    * Corresponding author. E-mail:
  • Supported by:
    National Natural Science Foundations of China(21272048); Natural Science Foundation of Shandong Province(ZR2015BQ012)

Using pheophorbide-a methyl ester as starting material, the formyl group and α-diketone moiety were introduced into the water-soluble end of N21-N23axis at different positions by the structural transformation on exocyclic ring. Furthermore, using the Phillps-Ladenburg-like reaction of active functional groups in chlorophyll chlorins with various aromatic o-diamines, the aromatic ring-fused imidazole structural units were created in linkage or fused manner, and a series of unreported chlorin derivatives that contain aryl-fused imidazol unit were finally synthesized. Besides, the relevant reaction mechanism was analyzed, and the absorption properties of these imidazolized products were discussed. The chemical structures of all newly synthesized compounds were characterized by elemental analysis, MS, UV-Vis, IR and 1H NMR spectra.

Key words: Keywords chlorophyll, pheophorbide, chlorin, aromatic ring-fused imidazolization, synthesis