Highly Chemo- and Regioselective Reduction of Aromatic Nitro Compounds Using the System Silane/Oxo-Rhenium Complexes

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Abstract

The reduction of aromatic nitro compounds to the corresponding amines with silanes catalyzed by high valent oxo-rhenium complexes is reported. The catalytic systems PhMe2SiH/ReIO2(PPH3)(2) (5 mol %) and PhMe2SiH/ReOCl3(PPh3)(2) (5 mol %) reduced efficiently a series of aromatic nitro compounds in the presence of a wide range of functional groups such as ester, halo, amide, sulfone, lactone, and benzyl. This methodology also allowed the regioselective reduction of dinitrobenzenes to the corresponding nitroanilines and the reduction of an aromatic nitro group in presence of an aliphatic nitro group.
Original languageUnknown
Pages (from-to)6960-6964
JournalJournal of Organic Chemistry
Volume74
Issue number18
DOIs
Publication statusPublished - 1 Jan 2009

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