区域选择性合成2-硝基-5, 10, 15, 20-四芳基金属卟啉 |
| |
引用本文: | 黄齐茂,陈彰评,徐汉生,吴萱阶,赵勇刚,张小伟. 区域选择性合成2-硝基-5, 10, 15, 20-四芳基金属卟啉[J]. 有机化学, 2001, 21(10): 746-750 |
| |
作者姓名: | 黄齐茂 陈彰评 徐汉生 吴萱阶 赵勇刚 张小伟 |
| |
作者单位: | 武汉大学化学与分子科学学院, |
| |
基金项目: | 国家自然科学基金资助课题(№.29872033). |
| |
摘 要: | 研究了以硝酸盐为硝化剂与中位四芳基金属卟啉反应、选择性合成2-硝基-5,10,15,20-四芳基卟啉的方法,发现配位金属离子、中位苯环上的取代基对反应产率和时间有明显的影响,当金属离子为铜、镍时,可得定量的2-硝基卟啉,为锌时,完成反应的时间延长,反应产率迅速下降。推电子的甲氧基能加快反应的进行,吸电子的氯原子则延缓反应的进行。讨论了金属离子和取代基团对反应影响的原因。
|
关 键 词: | 区域选择性 立体选择性 金属离子 取代基效应 硝酸盐 卟啉 金属络合物 |
修稿时间: | 2001-03-13 |
Regioselective synthesis of 2-nitro-5, 10, 15, 20- tetraarylporphyrinato metal |
| |
Abstract: | A regioselective sythesis of 2-nitro-meso- tetraarylporphyrinato metal was achieved by reaction of mesotetraarylporphyrinato metal with relative metal nitrate salt in acetic acid/acetic anhydride. The yield of 2-nitro substituted porphyrin depended on the coordinated metal. When the metal was Cu(Ⅱ) or Ni(Ⅱ), quantitative yields of 2- NO2-5, 10, 15, 20-tetra(4-methoxyphenyl) porphyrinato Cu(Ⅱ) and Ni(Ⅱ) were obtained in 5 min and 50 min, respectively, at 45℃, while the metals are Co(Ⅱ) and Zn(Ⅱ), 64% and 12% of 2-NO2-5, 10, 15, 20- tetra(4-methoxyphenyl) porphyrinato metal were obtained in 100 min and 120 min, respectively. The same metal effects were also found with other meso-substituted porphyrins. Electron-donating substituents accelerated the reaction and electron-withdrawing substituents had the opposite effect. The effects of complexed metal ions and meso- substituents are discussed. |
| |
Keywords: | REGIOSELECTIVITY STEREOSELECTIVITY METAL ION SUBSTITUENT EFFECT NITRATE PORPHYRIN METAL COMPLEX |
本文献已被 维普 万方数据 等数据库收录! |
| 点击此处可从《有机化学》浏览原始摘要信息 |
|
点击此处可从《有机化学》下载全文 |
|