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通过吡咯与二茂铁甲醛和对甲基苯甲醛的直接交叉缩合反应,合成并成功分离了6个含有0~4个二茂铁取代基的卟啉化合物:5,10,15,20-四(4-甲苯基)卟啉[(CH3Ph)4PH2]、5-(二茂铁基)-10,15,20-三(4-甲苯基)卟啉[Fc(CH3Ph)3PH2]、cis-5,10-二(二茂铁基)-15,20-二(4-甲苯基)卟啉[cis-Fc2(CH3Ph)2PH2]、trans-5,15-二(二茂铁基)-10,20-二(4-甲苯基)卟啉[trans-Fc2(CH3Ph)2PH2]、5,10,15-三(二茂铁基)-20-(4-甲苯基)卟啉[Fc3(CH3Ph)PH2]、5,10,15,20-四(二茂铁基)卟啉[Fc4PH2]。用紫外-可见和红外光谱、核磁共振及质谱等技术对卟啉化合物进行了表征,用微量光谱滴定法测定了化合物在非水溶剂中的质子化反应常数,研究了它们的电化学和光谱电化学性质。结果表明,二茂铁取代基对化合物的光谱及氧化还原电位有较大的影响。
Six pyrazine compounds containing 0-4 ferrocene substituents were synthesized and successfully separated by direct cross-condensation of pyrrole with ferrocene and p-methylbenzaldehyde: 5,10,15,20-tetra (4-methylphenyl) porphyrin [(CH3Ph) 4PH2], 5- (ferrocenyl) -10,15,20-tris (Ferrocenyl) -15,20-bis (4-tolyl) porphyrin [cis-Fc2 (CH3Ph) 2PH2] [Trans-Fc2 (CH3Ph) 2PH2], 5,10,15-tris (ferrocenyl) -20- (4-tolyl) porphyrin [Fc3 (CH3Ph) PH2], 5,10,15,20-tetra (ferrocenyl) porphyrin [Fc4PH2]. The porphyrin compounds were characterized by UV-Vis and IR, NMR and MS. The protonation reaction constants of the compounds in non-aqueous solvents were determined by micro-titration. Their electrochemical and spectroscopic properties Chemical properties. The results showed that the substituent of ferrocene had a great influence on the spectrum and redox potential of the compound.