Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (08): 1213-1221. Previous Articles     Next Articles

Reviews

C3-吡唑啉基取代的叶绿素类二氢卟吩衍生物的合成

殷军港1,李韵伟1,李家柱1,张千1,裴文2,王进军*,1   

  1. (1烟台大学化学化工学院 烟台 264005)
    (2浙江工业大学绿色化学合成技术国家重点实验室培育基地 杭州 310032)
  • 收稿日期:2011-01-11 修回日期:2011-03-07 发布日期:2011-03-21
  • 通讯作者: 王进军 E-mail:wjj1955@163.com

Synthesis of C-3-Pyrazolinyl-substituted Chlorins Related to Chloro-phyll-a

Yin Jungang1 Li Yunwei1 Li Jiazhu1 Zhang Qian1 Pei Wen2 Wang Jin-jun*,1   

  1. (1 Colledge of Chemistry and Chemical Engineering, Yantai University, Yantai 264005)
    (2 State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou 310032)
  • Received:2011-01-11 Revised:2011-03-07 Published:2011-03-21

Methyl pheophorbide-a was used as starting material and modified for the E-ring, the carbon-carbon double bands at 3-position and 20-meso-hydrogen to construct and introduce different functional groups on the chlorin chromophore. The synthesis of a series of C-3-pyrazolinyl-substituted chlorins related to chlorophyll-a was fulfilled by the 1,3-dipolar cyclocaddition of the C-3-vinyl groups with diazomethane. The region- and stereo-selectiveties in 1,3-dipolar cyclocaddition of the chlorins were discussed. The struc-tures of new chlorophyll derivatives were characterized by UV, IR, 1H NMR spectra and elemental analysis.

Key words: chlorophyll-a, chlorine, methyl pheophorbide-a, chemical modification, 1,3-dipolar cyclocaddition