Synthesis of Chlorophyllous Chlorin Derivatives Possessing Stereo-isomeric Character

doi:10.6023/cjoc201401007

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

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具有立体异构特征的叶绿素类二氢卟吩衍生物的合成

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

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 E-mail:wjj1955@163.com
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 Jianye^a, Xia Shangwen^b, Liu Yang^b, Yin Jungang^b, Qi Caixia^c, Wang Jinjun^b,c

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

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]. Chin. J. Org. Chem., 2014, 34(6): 1138-1147.

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具有立体异构特征的叶绿素类二氢卟吩衍生物的合成

Synthesis of Chlorophyllous Chlorin Derivatives Possessing Stereo-isomeric Character

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