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学科主题: 有机氟化学
题名: Fluoroalkylation of porphyrins: Generation of 2-and 20-perfluoroalkyl-5,10,15-triarylporphyrin radicals and their intramolecular cyclizations perfluoroalkyl iodides
其他题名: 卟啉氟烷基化: 2-和20-全氟烷基卟啉自由基的产生及其分子内环化反应
作者: Chen L(陈亮) ; Jin LM(金利美) ; Guo CC(郭灿城) ; Chen QY(陈庆云)
通讯作者: 郭灿城 ; 陈庆云
刊名: Synlett
发表日期: 2005-01-01
期: 6, 页:963-970
收录类别: SCI
部门归属: 上海有机化学研究所元素有机化学研究室; 河南大学
英文摘要: Treatment of 5,10,15-triarylporphyrin (1) with perfluoroalkyl iodides (RfI,2) in the presence of Na2SO4/NaHCO3 in DMSO-CH2Cl2 at 65 degrees C for 3 hours gave a mixture of 2-polyfluoroalkyl-5,10,15-triarylporphyrins 3 and 5,10,15-triaryl-20-polyfluoroalkylporphyrins 4. When 1,3-diiodohexafluoropropane (2e) was reacted under the same conditions for 8 hours, the products were 5,10,15-triaryl-2,20-(hexafluoropropanediyl)porphyrins 5. Both 3e and 4e afforded the, same compounds 5 at 65 degrees C after a reaction time of 6 hours. Either 2-(2-chlorotetrafluoroethyl)-5,10,15-triphenylporphinato zinc(II) (Zn3aa) or 5,10,15-triphenyl-20-(2-chlorotetrafluoroethyl)porphinato zinc(H) (Zn4aa) resulted in 5,10,15-triaryl-2,20-(tetrafluoroethanecliyl)porphinato zinc(II) (Zn7) in excess Na2S2O,/NaHCO3 in DMSO-CH2Cl2 at 100 degrees C after 3 hours. Both Zn5a and Zn7 can be hydrolyzed quantitatively to 5,10,15-triaryl-2,20-(20'-oxo)(tetrafluoropropanediyl)porphinato zinc(II) (Zn8) and 5,10,15-trilphenyl-2,20-(20'-oxo)(difluoro-ethanediyl)porphinato zinc(II) (Zn9), respectively in the presence of silica gel at room temperature.
语种: 英语
相关网址: 查看原文
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/13600
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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Recommended Citation:
Chen L,Jin LM,Guo CC,et al. Fluoroalkylation of porphyrins: Generation of 2-and 20-perfluoroalkyl-5,10,15-triarylporphyrin radicals and their intramolecular cyclizations perfluoroalkyl iodides[J]. Synlett,2005(6):963-970.
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