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Novel Substitution Reactions of 5-(4-Nitrophenyl)-10,15,20-triphenyl porphyrin with Nucleophilic Reagents
作者姓名:SHAO  Zhi-Jun  CHEN  Zhang-Ping  OUYANG  Yan  ZENG  Dan-Li
作者单位:SHAO,Zhi-Jun(College of Chemistry and Molecular Sciences, Wuhan University, Hubei 430072)  CHEN,Zhang-Ping(College of Chemistry and Molecular Sciences, Wuhan University, Hubei 430072)  OUYANG,Yan(College of Chemistry and Molecular Sciences, Wuhan University, Hubei 430072)  ZENG,Dan-Li(College of Chemistry and Molecular Sciences, Wuhan University, Hubei 430072)
摘    要:Substitution reactions of 5-(4-nitrophenyl)-10,15,20-triphenylporphyrin (1)and its Ni(Ⅱ) complexe 2 with different nucleophilic reagents were studied for preparing asymmetric porphyrin. The reaction products are different with the nucleophilic reagents changing. Diporphyrin (3) was obtained when compound 1 reacted with sodium phenoxide or diphenoxide ion in DMF solution. Whereas the nitro group was reduced and 5-(4-amino-phenyl)-10,15,20-triphenylporphyrinato Nickel(Ⅱ) (4) was achieved when compound 2 reacted with above nuleophilic reagents in the same condition. The reductive product 5-(4-aminophenyl)-10,15,20-triphenylporphyrin (5) was also achieved when 1 reacted with mercaptoethanol or thiophene and lithium hydroxide. While the nitro group was substituted by cyanide anion and 5-(4-nitrilephenyl)-10,15,20-triphenylporphyrin (6) was achieved when 1 reacted with sodium cyanide.


Novel Substitution Reactions of 5-(4-Nitrophenyl)-10,15,20-triphenyl porphyrin with Nucleophilic Reagents
SHAO,Zhi-Jun,CHEN,Zhang-Ping,OUYANG,Yan,ZENG,Dan-Li.Novel Substitution Reactions of 5-(4-Nitrophenyl)-10,15,20-triphenyl porphyrin with Nucleophilic Reagents[J].Chinese Journal of Organic Chemistry,2004,24(Z1):291.
Authors:SHAO  Zhi-Jun  CHEN  Zhang-Ping  OUYANG  Yan  ZENG  Dan-Li
Abstract:Substitution reactions of 5-(4-nitrophenyl)-10,15,20-triphenylporphyrin (1)and its Ni(Ⅱ) complexe 2 with different nucleophilic reagents were studied for preparing asymmetric porphyrin. The reaction products are different with the nucleophilic reagents changing. Diporphyrin (3) was obtained when compound 1 reacted with sodium phenoxide or diphenoxide ion in DMF solution. Whereas the nitro group was reduced and 5-(4-amino-phenyl)-10,15,20-triphenylporphyrinato Nickel(Ⅱ) (4) was achieved when compound 2 reacted with above nuleophilic reagents in the same condition. The reductive product 5-(4-aminophenyl)-10,15,20-triphenylporphyrin (5) was also achieved when 1 reacted with mercaptoethanol or thiophene and lithium hydroxide. While the nitro group was substituted by cyanide anion and 5-(4-nitrilephenyl)-10,15,20-triphenylporphyrin (6) was achieved when 1 reacted with sodium cyanide.
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