有机化学 ›› 2015, Vol. 35 ›› Issue (1): 232-235.DOI: 10.6023/cjoc201407021 上一篇    下一篇

研究简报

3-吗啉基氟化硼络合二吡咯甲川类化合物的合成及反应机理研究

贺琳彦, 胡全子, 席海涛, 孙小强   

  1. 常州大学石油化工学院 常州 213164
  • 收稿日期:2014-07-11 修回日期:2014-09-07 出版日期:2015-01-25 发布日期:2014-09-18
  • 通讯作者: 席海涛 E-mail:xht@cczu.edu.cn
  • 基金资助:

    国家自然科学基金(No. 20872051)资助项目.

Synthesis and Mechanism Study of 3-Morpholin Boron- dipyrrolemethene Derivatives

He Linyan, Hu Quanzi, Xi Haitao, Sun Xiaoqiang   

  1. School of Petrochemical Engineering, Changzhou University, Changzhou 213164
  • Received:2014-07-11 Revised:2014-09-07 Online:2015-01-25 Published:2014-09-18
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.20872051).

以对羟基苯甲醛和吡咯为原料, 合成了3-吗啉-8-[4'-(3-吗啉丙氧基)苯基]氟化硼络合二吡咯甲川和3-吗啉-8-(4'-甲氧基苯基)氟化硼络合二吡咯甲川, 其结构经过1H NMR和LC-MS分析表征, 通过相似性试验和晶体的培养对吗啉直接取代氟化硼络合二吡咯甲川(BODIPY)类化合物3-H的反应机理进行研究.

关键词: BODIPY, 合成, 反应机理

Two new 3-morpholin boron-dipyrrolemethene (BODIPY) derivatives, 4,4-difluoro-8-[4'-(3-morpholinopropoxy)- phenyl]-3-morpholin-4-bora-3a,4a-diaza-s-indacene and 4,4-difluoro-8-(4-methoxyphenyl)-3-morpholin-4-bora-3a,4a-diaza- s-indacene, were designed and synthesized from p-hydroxybenzaldehyde and pyrrole. The key intermediates and the target compounds were characterized by 1H NMR and LC-MS. The mechanism of direct functionalization of BODIPY dyes at the 3-position was investigated with similarity experiments and the crystal structure.

Key words: BODIPY, synthesis, reaction mechanism