5,10,15-三苯基-20-{4-[S-(N-乙基氨基甲酰)硫基]苯基}卟啉的合成及性质研究  

Synthesis and property investigation of 5,10,15-triphenyl-20-[4-[S-(N-ethylcarbamoyl)thiophenyl]]porphyrin

作　　者：李长恭[1] 何欢欢[2] 尚静艳[1] 王留成[2] 

机构地区：[1]河南科技学院化学化工学院,河南新乡453003 [2]郑州大学化工与能源学院,河南郑州450001

出　　处：《化学试剂》2012年第10期885-890,共6页Chemical Reagents

基　　金：国家自然科学基金面上资助项目(21072046);河南科技学院高学历人才资助项目(08009)

摘　　要：以对甲硫基苯甲醛为起始原料,经官能团保护、脱保护和官能团转换,设计、合成了标题化合物,用熔点、红外光谱、核磁、高分辨质谱对相关化合物进行了结构表征。研究了标题化合物的紫外-可见光谱,荧光光谱,电化学循环伏安特性及在金电极表面的自组装性质。与四苯基卟啉相比,标题化合物苯环上的取代基对标题化合物的吸收和发射光谱没有明显影响,但可正移标题化合物的氧化还原电位。标题化合物可以在金电极表面形成自组装膜,并对分子探针Fe(CN)36-/4-在金电极表面的氧化还原过程起催化作用。5,10,15-Triphenyl-20- [ 4- [ S- （ N-ethylcarbamoyl ） thiophenyl] ] porphyrin was synthesized from benzaldehyde, pyrrole and p-S-（N-ethylcarbamoyl） thiophenyldehyde, which can be acquired from p-methyhhiobenzaldehyde by means of functional group protection, deprotection and functional group conversions. The structures of target compound and its precur- sor compounds were characterized by melting point, IR and 1HNMR or HR-MS and the properties of target compound, such as UV-Vis spectrum,fluorescence spectra, cyclic voltam- metry and self-assembly on gold electrode,were investigated. Compared with 5,10,15,20-tetraphenylporphyrin, the absorp- tion spectrum and emission spectrum of the target compound were almost the same, while the oxidation or reduction poten- tial of the target compound shifted 80 mV positively. The tar- get compound could self-assemble on golden electrode and catalyze electrode reaction of molecule probe Fe（CN） 3^6-/4-.

关 键 词：卟啉 合成与结构表征 光谱性质 电化学 金电极自组装 

分 类 号：O621.3[理学—有机化学]