Fluoroalkylation of porphyrins: Generation of 2-and 20-perfluoroalkyl-5,10,15-triarylporphyrin radicals and their intramolecular cyclizations perfluoroalkyl iodides | |
Chen L(陈亮) ; Jin LM(金利美) ; Guo CC(郭灿城) ; Chen QY(陈庆云) | |
刊名 | Synlett
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2005 | |
期号 | 6页码:963-970 |
ISSN号 | 0936-5214 |
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 |
通讯作者 | 郭灿城 ; 陈庆云 |
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. |
学科主题 | 有机氟化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1055/s-2005-864833 |
语种 | 英语 |
公开日期 | 2013-01-17 |
内容类型 | 期刊论文 |
源URL | [http://202.127.28.38/handle/331003/13600] ![]() |
专题 | 上海有机化学研究所_中科院有机氟化学重点实验室 |
推荐引用方式 GB/T 7714 | 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. |
APA | 陈亮,金利美,郭灿城,&陈庆云.(2005).Fluoroalkylation of porphyrins: Generation of 2-and 20-perfluoroalkyl-5,10,15-triarylporphyrin radicals and their intramolecular cyclizations perfluoroalkyl iodides.Synlett(6),963-970. |
MLA | 陈亮,et al."Fluoroalkylation of porphyrins: Generation of 2-and 20-perfluoroalkyl-5,10,15-triarylporphyrin radicals and their intramolecular cyclizations perfluoroalkyl iodides".Synlett .6(2005):963-970. |
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