研究论文

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 ,
  • 杨泽 ,
  • 李家柱 ,
  • 姚楠楠 ,
  • 王进军
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  • 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

  网络出版日期: 2012-03-09

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 ,
  • YANG Ze ,
  • LI Jia-Zhu ,
  • YAO Nan-Nan ,
  • WANG Jin-Jun
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  • a College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005;
    b Pharmacy College, Yantai University, Yantai 264005

Received date: 2011-07-03

  Revised date: 2011-09-15

  Online published: 2012-03-09

Supported by

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

摘要

以红紫素-18 甲酯为原料, 与脂肪胺或者苯胺在加热回流和微波促进的条件下进行胺解反应, 分别得到单酰胺化、双酰胺化和羰基亚胺化产物; 同时, 沿着N21-N23 轴向对所得红紫素-18 酰亚胺实施化学修饰, 分别得到难以分离的具有阻旋异构和差向异构特征的红紫素-18 酰亚胺混合物. 新的二氢卟吩类衍生物均经UV, IR, 1H NMR 光谱、质谱及元素分析证明其结构,并对相应的胺解反应提出了可能的反应机理.

本文引用格式

王朋 , 杨泽 , 李家柱 , 姚楠楠 , 王进军 . 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[J]. 有机化学, 2012 , 32(02) : 368 -375 . DOI: 10.6023/cjoc1107031

Abstract

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.

参考文献

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