Pd-catalyzed silicon hydride reductions of aromatic and aliphatic nitro groups.
[reaction: see text] Room-temperature reduction of aromatic nitro groups to amines can be accomplished in high yield, with wide functional group tolerance and short reaction times (30 min) using a combination of palladium(II) acetate, aqueous potassium fluoride, and polymethylhydrosiloxane (PMHS). Replacing PMHS/KF with triethylsilane allows aliphatic nitro groups to be reduced to their hydroxylamines.
Rahaim
Ronald J
RJ
Department of Chemistry, Michigan State University, East Lansing, 48824, USA.
Maleczka
Robert E
RE
D002384:Catalysis; D006838:Hydrocarbons / Q000737:chemistry*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*; D012833:Siloxanes / Q000737:chemistry*
D006838:Hydrocarbons; D006841:Hydrocarbons, Aromatic; D009574:Nitro Compounds; D012821:Silanes; D012833:Siloxanes; C402373:poly(methylhydrosiloxane); C512918:triethylsilane; D010165:Palladium