Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (6): 1138-1147.DOI: 10.6023/cjoc201401007 Previous Articles     Next Articles



纪建业a, 夏尚文b, 刘洋b, 殷军港b, 祁彩霞c, 王进军b,c   

  1. a. 通化师范学院化学系 通化 134002;
    b. 烟台大学化学化工学院 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:2014-01-06 修回日期:2014-02-18 发布日期:2014-03-03
  • 通讯作者: 王进军
  • 基金资助:
    国家自然科学基金(No. 21272048)和山东省黄金工程技术研究中心(2011年度)资助项目.

Synthesis of Chlorophyllous Chlorin Derivatives Possessing Stereo-isomeric Character

Ji Jianyea, Xia Shangwenb, Liu Yangb, Yin Jungangb, Qi Caixiac, Wang Jinjunb,c   

  1. a. Department of Chemistry, College of Teachers, Tonghua 134002;
    b. College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005;
    c. Shandong Applied Research Centre of Gold Nanotechnology Au-SDARC, Yantai 264005
  • Received:2014-01-06 Revised:2014-02-18 Published:2014-03-03
  • Supported by:
    Project supported by the National Natural Science Foundations of China (No. 21272048) and the Project of Shandong Applied Reaearch Centre of Gold Nanotechnology (2011).

Pheophorbide-a methyl ester was used as a starting material, and chiral center, cis-trans structure and atropisomic position were established on the chromophore making use of carbon-carbon, carbon-oxygen and enol form double bond. A series of synthesis of chlorophyllous derivatives possessing stereo-isomeric character were completed by addition, substitution, condensation and allomerization. The part of epimers were separated from each other effectively after chemical modification for expanding stereo-differences. The chemical structures of 11 unreported chlorins related to chlorophyll were characterized by elemental analysis, UV, IR and 1H NMR spectra. The formations of different steric isomerism and their identifications were also discussed.

Key words: chlorophyll-a, chlorin, steric isomerism, separation, chemical reaction