5,15-二(4-叔丁基苯基)-10,20-二(4-N咪唑基苯基)卟啉的合成及性质表征  

SYNTHESIS AND CHARACTERIZATION OF 5,15-BIS(4-TERT-BUTYLPHENYL)-10,20-DI(4-IMIDAZOL-1-YL-PHENYL) PORPHYRIN

作　　者：张莉[1] 于海彦[1] 杜朝军[1] 刘学国[1] 王英磊[1] 李珺[2] 

机构地区：[1]南阳理工学院生物与化学学院,河南南阳473004 [2]西北大学化学与材料科学学院,陕西西安710127

出　　处：《南阳理工学院学报》2016年第6期76-81,共6页Journal of Nanyang Institute of Technology

摘　　要：利用Macdonald法([2+2]法)合成了一种结构新颖的含咪唑基自由卟啉:5,15-二(4-叔丁基苯基)-10,20-二(4-N咪唑基苯基)卟啉(trans-(t Bu-Ph)2(Im-Ph)2Por),首先吡咯和4-叔丁基苯甲醛反应得到中间产物二吡咯基4-叔丁基苯基甲烷(DPM),然后DPM再同4-N咪唑基苯甲醛反应生成目标产物,利用元素分析、MS、FT-IR、1H NMR等手段对目标产物的结构进行了表征,并探讨了取代基对紫外-可见光谱和荧光光谱的影响。In this paper, the synthesis and characterization of a novel imidazolyl-based porphyrin named 5,15 -bis （4 -tert -butylphenyl） - 10,20 - di（4 - imidazol - 1 - yl - phenyl） porphyrin （ trans - （ tBu - Ph ） 2 （ Im - Ph） 2Pot） obtained via Macdonald 12 ＋ 2 method was introduced. First, pyrrole was reacted with 4 - tert - butylbenzaldehyde to obtained dipyrromethane （DPM） under N2 atmosphere ; and second, DPM reacted with 4 - （ 1H - imidazol - 1 - yl） benzaldehyde in propionie acid condition and the crude product was gained, at last the purple porphyrin was received through recrystallization in ethanol solution and silica gel column chromatography. The structure of target porphyrin was identified by elemental analysis, MS, FT-IR, 1H NMR. The spectral behaviors were studied by methods of UV-vis and fluorescence spectrum. The effect of substituents on spectral properties was also discussed.

关 键 词：卟啉 咪唑 Macdonald法 荧光光谱 

分 类 号：O611.4[理学—无机化学]