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1,3-偶极环加成反应修饰卟啉化合物
引用本文:汪磊,冯亚青,赵冰,薛金强,李玉坤. 1,3-偶极环加成反应修饰卟啉化合物[J]. 化学进展, 2008, 20(5): 713-719
作者姓名:汪磊  冯亚青  赵冰  薛金强  李玉坤
作者单位:天津大学化工学院,天津,300072
摘    要:利用1,3-偶极环加成反应对卟啉大环进行修饰是近年来卟啉研究的一个新热点。环加成产物因在可见光谱长波段范围的特征吸收,在构筑人工光反应体系和用作光动力疗法中的光敏剂等领域有重要应用价值。本文综述了1,3-偶极环加成反应在修饰卟啉化合物方面的研究进展,包括:卟啉作为亲偶极体能与甲亚胺叶立德、硝酮、重氮烷、羰基叶立德、腈氧化物等1,3-偶极子反应生成各种新型杂环稠合卟吩类化合物;卟啉化合物作为1,3-偶极子能与C60等亲偶极体反应,生成β位取代的各种新型卟啉化合物;以及扩展卟啉也可以作为亲偶极体与甲亚胺偶极子发生1,3-偶极环加成反应等。

关 键 词:卟啉  1,3-偶极环加成  二氢卟吩  四氢卟吩
收稿时间:2007-05-31
修稿时间:2007-07-05

Modification of Porphyrin by 1,3-Dipolar Cycloaddition
Wang Lei,Feng Yaqing,Zhao Bing,Xue Jinqiang,Li Yukun. Modification of Porphyrin by 1,3-Dipolar Cycloaddition[J]. Progress in Chemistry, 2008, 20(5): 713-719
Authors:Wang Lei  Feng Yaqing  Zhao Bing  Xue Jinqiang  Li Yukun
Affiliation:(School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China)
Abstract:Recently, the modification of porphyrin by 1,3-dipolar cycloaddition has been studied intensively. The cycloaddition product plays an important role in photodynamic therapy (PDT) as potential photosensitizer or in artificial photoreaction center due to its characteristic long-wavelength absorption bands. The progress on modification of porphyrin by 1,3-dipolar cycloaddition is reviewed. The synthesis of novel heterocyclic-fused chlorins and bacteriochlorins by the reactions of the peripheral double bonds of the porphyrin macrocycle with the 1, 3-dipoles such as azomethine ylide, nitrones, diazomethane, carbonyl ylide, nitrile oxide is discussed. The synthesis of new β-substituted porphyrin derivatives by the reactions of porphyrin dipoles with dipolarophiles such as C60 etc. is discussed and the 1,3-dipolar cycloaddition of expanded porphyrin with azomethine ylide is referred.
Keywords:null
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