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A simple, catalytic H-2-hydrogenation method for the synthesis of fine chemicals; hydrogenation of protoporphyrin IX dimethyl ester

TitleA simple, catalytic H-2-hydrogenation method for the synthesis of fine chemicals; hydrogenation of protoporphyrin IX dimethyl ester
Publication TypeJournal Article
Year of Publication2006
AuthorsReboucas, JS, James, BR
JournalTetrahedron Letters
Volume47
Pagination5119-5122
Date PublishedJul
Type of ArticleArticle
ISBN Number0040-4039
KeywordsASYMMETRIC CATALYSIS, CARBON-MONOXIDE, COMPLEXES, HEME OXYGENASE-1, HORSERADISH-PEROXIDASE, MESOPORPHYRIN, METALLOPORPHYRINS, NUCLEAR-MAGNETIC-RESONANCE, PORPHYRIN, RUTHENIUM(II) MYOGLOBIN
Abstract

A conceptually simple H-2-hydrogenation protocol is introduced for the high-yield preparation of a natural product derivative. Protoporphyrin IX dimethyl ester is hydrogenated to the mesoporphyrin analogue in N,N-dimethylacetamide under H-2 (1 atm) at 80 degrees C within 30 min. The reaction is catalyzed by commercial RUCl3, without the need for the use of phosphine- and/or carbene-based ligands. (c) 2006 Elsevier Ltd. All rights reserved.
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