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Novel Substitution Reactions of 5-(4-Nitrophenyl)-10,15,20-TriphenylPorphyrin with Nucleophilic Reagents

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 w...

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Bibliographic Details
Published in:Wuhan University journal of natural sciences 2005, Vol.10 (5), p.919-924
Main Author: SHAO Zhi-jun OU Yang-yan HU Qin ZENG Dan-li CHEN Zhang-ping
Format: Article
Language:English
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Summary: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.
ISSN:1007-1202
1993-4998