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Synthesis of the hemin of beta-tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin and its evaluation as a P-450 mimic

TitleSynthesis of the hemin of beta-tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin and its evaluation as a P-450 mimic
Publication TypeJournal Article
Year of Publication2003
AuthorsTerazono, Y, Dolphin, D
JournalInorganica Chimica Acta
Volume346
Pagination261-264
Date PublishedMar
Type of ArticleArticle
ISBN Number0020-1693
KeywordsCATALYSIS, CATALYSTS, cytochrome P-450, ELECTROCHEMISTRY, METALLOPORPHYRINS, OXIDATION, PORPHYRIN, porphyrins, POSITIONS, POTENTIALS
Abstract

The hemin of beta-tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin has been synthesized. Conventional methods for iron insertion failed; iron in low oxidation states (0 or II) brought about reduction of the macrocycle and Fe(III) failed to insert. Thus, insertion of iron into the macrocycle required the formation of the lithium complex, from lithium bis(trimethylsilyl)amide, followed by ferrous chloride. The novel hemin was tested as a catalyst for oxidations of cyclohexane and cyclohexene using iodosylbenzene as an oxidant and was found to be ineffective. (C) 2002 Elsevier Science B.V. All rights reserved.

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