高等学校化学学报

高等学校化学学报

• 研究论文 • 上一篇    下一篇

meso-三嗪取代苯基卟啉的简单一锅合成

肖深初, 郑良彬, 谢文忠, 林伟英, 李庆宏, 郭灿城   

  1. 湖南大学化学化工学院, 长沙 410082
  • 收稿日期:2008-09-01 修回日期:1900-01-01 出版日期:2009-03-10 发布日期:2009-03-10
  • 通讯作者: 郭灿城

Simple One-pot Synthesis of Triazine-porphyrins

XIAO Shen-Chu, ZHENG Liang-Bin, XIE Wen-Zhong, LIN Wei-Ying, LI Qing-Hong, GUO Can-Cheng*
  

  1. College of Chemistry & Chemical Engineering, Hunan University, Changsha 410082, China
  • Received:2008-09-01 Revised:1900-01-01 Online:2009-03-10 Published:2009-03-10
  • Contact: GUO Can-Cheng

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摘要： 报道一种以羟基卟啉与三嗪和其它亲核试剂为原料一锅法高产率合成不对称多取代三嗪卟啉化合物的简单方法. 研究了2,4,6-三氯三嗪与羟基卟啉、醇和胺通过分级亲核取代反应合成不对称2,4,6-取代三嗪卟啉的方法和反应条件. 以2,4,6- 三氯三嗪和5-(4-羟基)苯基-10,15,20-三苯基卟啉反应生成卟啉单取代二氯三嗪, 然后进一步与醇或胺反应合成了7个三嗪卟啉新化合物, 产物经元素分析, MS, 1H NMR和UV-Vis进行结构表征.

关键词:

卟啉, 三嗪, 一锅法合成

Abstract: A series of substituted triazine-tetraphenylporphyrins were synthesized from the reaction of 5-[4-(3,5-dichloro-triazine-1-oxygen)]phenyl-10,15,20-triphenylporphyrin with amines or alcohols. A new simple one-pot synthetic method from the reaction of the tetraphenylporphyrin with hydroxyl group and 2,4,6-trichloro-1,3,5-triazine and other nucleophiles was studied. The researches show that amines or alcohols substitute selectively the one of two chlorine atoms in 5-[4-(3,5-dichloro-triazine-1-oxygen)]phenyl-10,15,20-triphenylporphyrin under different conditions to yield the substituted triazine-tetraphenylporphyrins. The structures of the substituted triazine-tetraphenylporphyrins depend on the nucleophilicity, stereochemistry of the nucleophiles and the reaction temperatures. Seven new triazine-porphyrin compounds were synthesized from the reaction of 5-(4-hydroxyl)phenyl-10,15,20-triphenylporphyrin with 2,4,6-trichlorotriazine, amines or alcohols. Their structures were charactered with 1H NMR, MS, UV-Vis and elemental analysis. 三嗪卟啉

Key words: Porphyrin, 2,4,6-Trichloro-1,3,5-triazine, One-pot synthesis, Triazine-porphyrin

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