Chem. J. Chinese Universities

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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

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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