Rational synthesis of meso- or beta- fluoroalkylporphyrin derivatives via halo-fluoroalkylporphyrin precursors: Electronic and steric effects on regioselective electrophilic substitution in 5-fluoroalkyl-10,20-diarylporphyrins
文献类型：期刊论文
| 作者 | Jin LM(金利美) ; Chen L(陈亮) ; Yin JJ(尹娟娟) ; Zhou JM(周金明) ; Xiao JC(肖吉昌) ; Guo CC(郭灿城) ; Chen QY(陈庆云) |
| 刊名 | J. Org. Chem.
 |
| 出版日期 | 2006 |
| 卷号 | 71期号:2页码:527-536 |
| ISSN号 | 0022-3263 |
| 其他题名 | 通过卤代氟烷基化卟啉前体合理的合成meso－和β－氟烷基化卟啉：电子和为阻效益对5－氟烷基－10，20－二芳基卟啉亲电取代区域选择性的影响 |
| 通讯作者 | 郭灿城 ; 陈庆云 |
| 英文摘要 | Electrophilic nitration, formylation or bromination of metalated 5-fluoroalkyl-10,20-diphenylporphyrin (fluoroalkyl = CF3, ClCF2ClCF2, n-C6F13) proceeded with high regioselectivity, exclusively affording corresponding meso-substituted porphyrins, while the iodination reaction mainly took place at the adjacent site giving 2-iodo-10-fluoroalkyl-5,15-diphenylporphyrin. Suzuki, Sonogashira, and trifluoromethylation reactions of the obtained 5-bromo-15-fluoroalkyl-10,20-diphenylporphyrins or 2-iodo-10-fluoroalky-15,15-diphenylporphyrins could perform smoothly to give the corresponding various meso- or beta-functionalized fluoroalkylated porphyrin derivatives. Accordingly, two meso-to-meso butadiyne-bridged bisporphyrin dimers and two beta-to-beta butadiyne-linked dimeric porphyrins were prepared by the coupling reactions of 5-ethynyl-15-fluoroalkyl-10,20-diphenylporphyrins and 2-ethynyl-lo-fluoroalkyl-5,15-diphenylporphyrins, respectively. |
| 学科主题 | 有机氟化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1021/jo051672g |
| 语种 | 英语 |
| WOS记录号 | WOS:000234837500010 |
| 公开日期 | 2013-01-17 |
| 源URL | [http://202.127.28.38/handle/331003/13636]  |
| 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 | Jin LM,Chen L,Yin JJ,et al. Rational synthesis of meso- or beta- fluoroalkylporphyrin derivatives via halo-fluoroalkylporphyrin precursors: Electronic and steric effects on regioselective electrophilic substitution in 5-fluoroalkyl-10,20-diarylporphyrins[J]. J. Org. Chem.,2006,71(2):527-536. |
| APA | 金利美.,陈亮.,尹娟娟.,周金明.,肖吉昌.,...&陈庆云.(2006).Rational synthesis of meso- or beta- fluoroalkylporphyrin derivatives via halo-fluoroalkylporphyrin precursors: Electronic and steric effects on regioselective electrophilic substitution in 5-fluoroalkyl-10,20-diarylporphyrins.J. Org. Chem.,71(2),527-536. |
| MLA | 金利美,et al."Rational synthesis of meso- or beta- fluoroalkylporphyrin derivatives via halo-fluoroalkylporphyrin precursors: Electronic and steric effects on regioselective electrophilic substitution in 5-fluoroalkyl-10,20-diarylporphyrins".J. Org. Chem. 71.2(2006):527-536. |
入库方式： OAI收割
来源：上海有机化学研究所
浏览0
下载0
收藏0
其他版本
除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。