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Novel Substitution Reactions of 5-(4-Nitrophenyl)-10,15,20-TriphenylPorphyrin with Nucleophilic Reagents
作者姓名:SHAO  Zhi-jun  OU  Yang-yan  HU  Qin  ZENG  Dan-li  CHEN  Zhang-ping
作者单位:[1]College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, Hubei, China [2]Department of Chemistry, I Li Normal University, Yining 835000, Xinjiang, China
基金项目:Supported by the National Natural Science Foundation of China (29872033)
摘    要:Substitution reactions of 5-(4-nitrophenyl)-10, 15,20-triphenylporphyrin (NO2 TPP) and its metal complexes with different nucleophilic reagents were studied for preparing asymmetric porphyrin. The reaction products are different with the nucleophilic reagents changing, and three different products were found. The first obtaining product was diporphyrin when NO2 TPP reacted with sodium phenoxide or diphenoxide in DMF solution; The second was reduced product 5-(4-aminophenyl)-10, 15, 20-triphenylporphrin-M (Ⅱ) when the metal (Ni,Zn) complex of NO2 TPP reacted with above nucleophilic reagents, as well as NO2 TPP reacted with lithium mercaptoethanolate or lithium thiophenolate; The third product CNTPP was achieved with the substitution of nitro group by cyanic anion when NO2 TPP reacted with radium cyanide. Above results were explained with reduction and single electron transfer reaction respectively.

关 键 词:硝基卟啉  置换反应  亲核反应  合成方法  分子结构
文章编号:1007-1202(2005)05-0919-06
收稿时间:2004-10-16

Novel substitution reactions of 5-(4-nitrophenyl)-10, 15, 20-triphenyl-porphyrin with nucleophilic reagents
SHAO Zhi-jun OU Yang-yan HU Qin ZENG Dan-li CHEN Zhang-ping.Novel substitution reactions of 5-(4-nitrophenyl)-10, 15, 20-triphenyl-porphyrin with nucleophilic reagents[J].Wuhan University Journal of Natural Sciences,2005,10(5):919-924.
Authors:Shao Zhi-jun  Ou Yang-yan  Hu Qin  Zeng Dan-li  Chen Zhang-ping
Institution:(1) College of Chemistry and Molecular Sciences, Wuhan University, 430072 Wuhan, Hubei, China;(2) Department of Chemistry, I Li Normal University, 835000 Yining, Xinjiang, China
Abstract:Substitution reactions of 5-(4-nitrophenyl)-10, 15, 20-triphenylporphyrin (NO2TPP) and its metal complexes with different nucleophilic reagents were studied for preparing asymmetric porphyrin. The reaction products are different with the nucleophilic reagents changing, and three different products were found. The first obtaining product was diporphyrin when NO2 TPP reacted with sodium phenoxide or diphenoxide in DMF solution: The second was reduced product 5-(4-aminophenyl)-10, 15, 20-triphenylporphrin-M(II) when the metal (Ni, Zn) complex of NO2TPP reacted with above nucleophilic reagents, as well as NO2 TPP reacted with lithium mercaptoethanolate or lithium thiophenolate; The third product CNTPP, was achieved with the substitution of nitro group by cyanic anion when NO2TPP reacted with sodium cyanide. Above results were explained with reduction and single electron transfer reaction respectively. Foundation item: Supported by the National Natural Science Foundation of China (29872033). Biography: SHAO Zhi-jun (1979-), male, Master, research direction: organic synthesis.
Keywords:nitro-porphyrin  substitution  reduction  diporphyrin
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