Articles

Allomerization of Methyl Pheophorbide-a and Synthesis of Chlorin Derivatives

  • Wang Lumin ,
  • Wang Peng ,
  • Liu Chao ,
  • Jin Yingxue ,
  • Wang Jinjun
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  • a College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005;
    b College of Chemistry and Chemical Engineering, Harbin Normal University, Harbin 150025;
    c Shandong Applied Research Centre of Gold Nanotechnology (Au-SDARC), Yantai 264002

Received date: 2012-02-05

  Revised date: 2012-05-16

  Online published: 2012-03-27

Supported by

Project supported by the National Natural Science Foundations of China (No.20972036) and the Natural Science Foundation of Shandong Province of China(No.Y2008B49)

Abstract

The allomerization of methyl pyropheophorbide-a, used as starting material, was carried out under the alkaline condition to separate a series of oxidized and rearranged products at exocyclic E-ring and C-12-methyl group. The same reaction of chlorinated methyl pyropheophorbide-a also came through similar processes. The further oxidations of C-132-and C-12-oxidized products gave two different results, the former reacted quickly and produced complicated compounds, the latter HH basically HH unchanged under the same condition. The structures of all new chlorin derivatives were characterized by elemental analysis, UV, IR and 1H NMR spectra. The possible mechanisms about corresponding reactions were tentatively proposed.

Cite this article

Wang Lumin , Wang Peng , Liu Chao , Jin Yingxue , Wang Jinjun . Allomerization of Methyl Pheophorbide-a and Synthesis of Chlorin Derivatives[J]. Chinese Journal of Organic Chemistry, 2012 , 32(9) : 1700 -1707 . DOI: 10.6023/cjoc1202055

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