Aminolysis Reaction of Purpurin-18 and Synthesis of Chlorin Derivatives Related to Chlorophyll

doi:10.6023/cjoc1107031

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (02): 368-375 .DOI: 10.6023/cjoc1107031 Previous Articles Next Articles

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红紫素-18 的胺解反应及其叶绿素类二氢卟吩衍生物的合成

王朋^a, 杨泽^a, 李家柱^b, 姚楠楠^b, 王进军^a,b

a 烟台大学化学化工学院烟台 264005;
b 烟台大学药学院烟台 264005

收稿日期:2011-07-03 修回日期:2011-09-15 发布日期:2012-03-09
通讯作者: 王进军 E-mail:wjj1955@163.com
基金资助:
山东省自然科学基金(No. Y2008B49)资助项目.

Aminolysis Reaction of Purpurin-18 and Synthesis of Chlorin Derivatives Related to Chlorophyll

Wang Peng^a, Yang Ze^a, Li Jazhu^b, Yao Nannan^b, Wang Jinjun^a,b

a College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005;
b Pharmacy College, Yantai University, Yantai 264005

Received:2011-07-03 Revised:2011-09-15 Published:2012-03-09
Supported by:
Project supported by the Natural Science Foundation of Shandong Province of China (No. Y2008B49).

The aminolysis of purpurin-18 with aliphatic amines or aromatic amines was carried out by reflux and microwave assisted methods to obtain mono-amidated, di-amidated and carbonyl-imidizated products. The chemical modifications of purpurin-18 imides along their N²¹-NM²³ axis produced the mixtures of purpurin-18 imides possessing atropisomeric and anomeric characteritics. The structures of new chlorophyll derivatives were characterized by UV, IR, ¹H NMR, MS techniques and elemental analysis. The possible mechanisms about aminization reactions were tentatively proposed.

Key words: chlorophyll-a, purpurin-18, amination, purpurin-18 imide, synthesis

Cite this article

Wang Peng, Yang Ze, Li Jazhu, Yao Nannan, Wang Jinjun. Aminolysis Reaction of Purpurin-18 and Synthesis of Chlorin Derivatives Related to Chlorophyll[J]. Chin. J. Org. Chem., 2012, 32(02): 368-375 .

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红紫素-18 的胺解反应及其叶绿素类二氢卟吩衍生物的合成

Aminolysis Reaction of Purpurin-18 and Synthesis of Chlorin Derivatives Related to Chlorophyll

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