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Synthesis and reactions of meso -( p -nitrophenyl)porphyrins

Tetrahedron, ISSN: 0040-4020, Vol: 60, Issue: 12, Page: 2757-2763
2004
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Article Description

An improved methodology is reported for the regioselective nitration of the phenyl groups of meso -tetraphenylporphyrin 1, using NaNO 2 and TFA. The degree of nitration is easily controlled by the equivalent amount of NaNO 2 used and the reaction time. The nitroporphyrins are reduced to the corresponding aminoporphyrins under standard SnCl 2 /HCl conditions. Reaction of tri-aminoporphyrin 9 with 1-formyl- o -carborane followed by reduction using NaBH 4 gave a novel tri-carboranylporphyrin bearing amine linkages between the porphyrin and the carborane groups.

Bibliographic Details

Raymond Luguya; Laurent Jaquinod; Frank R. Fronczek; M. Graça H. Vicente; Kevin M. Smith

Elsevier BV

Biochemistry, Genetics and Molecular Biology; Pharmacology, Toxicology and Pharmaceutics; Chemistry

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