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Chinese Journal of Organic Chemistry >

2014 , Vol. 34 >Issue 6: 1138 - 1147

DOI: https://doi.org/10.6023/cjoc201401007

Articles

Synthesis of Chlorophyllous Chlorin Derivatives Possessing Stereo-isomeric Character

  • Ji Jianye ,
  • Xia Shangwen ,
  • Liu Yang ,
  • Yin Jungang ,
  • Qi Caixia ,
  • Wang Jinjun
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  • 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 date: 2014-01-06

  Revised date: 2014-02-18

  Online 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).

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Abstract

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

Cite this article

Ji Jianye , Xia Shangwen , Liu Yang , Yin Jungang , Qi Caixia , Wang Jinjun . Synthesis of Chlorophyllous Chlorin Derivatives Possessing Stereo-isomeric Character[J]. Chinese Journal of Organic Chemistry, 2014 , 34(6) : 1138 -1147 . DOI: 10.6023/cjoc201401007

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