Synthesis of Chlorophyllous Chlorins Derivatives Substituted by Aromatic Groups on Their Periphery

doi:10.6023/cjoc201307056

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (2): 362-370.DOI: 10.6023/cjoc201307056 Previous Articles Next Articles

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周环上芳基取代的叶绿素类二氢卟吩衍生物的合成

于沙沙^a, 徐希森^b, 刘洋^b, 李家柱^b, 金英学^a, 祁彩霞^c, 王进军^b,c

a 哈尔滨师范大学化学化工学院哈尔滨 150025;
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:2013-07-31 修回日期:2013-10-11 发布日期:2013-10-25
通讯作者: 金英学, 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 Chlorins Derivatives Substituted by Aromatic Groups on Their Periphery

Yu Shasha^a, Xu Xisen^b, Liu Yang^b, Li Jiazhu^b, Jin Yingxue^a, Qi Caixia^c, Wang Jinjun^b,c

a College of Chemistry & Engineering, Harbin Normal University, Harbin 150025;
b College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005;
c Shandong Applied Research Centre of Gold Nanotechnology Au-SDARC, Yantai 264005

Received:2013-07-31 Revised:2013-10-11 Published:2013-10-25
Supported by:
Project supported by the National Natural Science Foundations of China (No. 21272048) and the Project of Shandong Applied Research Centre of Gold Nanotechnology (2011).

Pyropheophorbide-a methyl ester, as a degraded product from chlorophyll-a, was used as a starting material, and the modifications for functional group along N²¹-N²³-axis and reconstructions for five-membered exocyclic E-ring were completed to introduce different aromatic groups which could conjugated with macrocyclic chromophore at various degrees on the periphery. The syntheses of 12 unreported chlorins related to chlorophyll were accomplished and their chemical structures were characterized by elemental analysis, UV, IR, MS and ¹H NMR spectra. The different effects on the physical and chemical properties of chlorophyllous chlorins by introduction of aromatic groups were discussed.

Key words: chlorophyll-a, chlorin, chemical modification, substitution of aromatic group, synthesis

Cite this article

Yu Shasha, Xu Xisen, Liu Yang, Li Jiazhu, Jin Yingxue, Qi Caixia, Wang Jinjun. Synthesis of Chlorophyllous Chlorins Derivatives Substituted by Aromatic Groups on Their Periphery[J]. Chin. J. Org. Chem., 2014, 34(2): 362-370.

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周环上芳基取代的叶绿素类二氢卟吩衍生物的合成

Synthesis of Chlorophyllous Chlorins Derivatives Substituted by Aromatic Groups on Their Periphery

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