The iron(II)/reductant (DH2)-induced activation of dioxygen for the demethylation of N-methylanilines: reaction mimic for the cytochrome P-450/reductase system.
Several iron(II) complexes [FeIIL+; FeII(DPAH)2 (DPAH2 = 2,6-dicarboxyl pyridine), FeII(PA)2 (PAH = picolinic acid) and FeII(bpy)2(2+)(bpy = 2,2'-bipyridine)] in combination with a reductant [DH2; PhNHNHPh (mimic of dihydroflavin)] catalytically activate O2 (1 atm) for the demethylation of N-methylanilines [PhN(CH3)2, PhNH(CH3)]. This chemistry, which appears to involve a Fenton-like intermediate [LxFeIVOOH(DH) (1c)], mimics that of the cytochrome P-450 monooxygenase/reductase proteins.
Hage
J P
JP
Department of Chemistry, Texas A & M University, College Station 77843, USA.
Schnelten
J R
JR
Sawyer
D T
DT
D000814:Aniline Compounds / Q000737:chemistry / Q000378:metabolism*; D005296:Ferrous Compounds / Q000494:pharmacology*; D008745:Methylation; D009251:NADPH-Ferrihemoprotein Reductase / Q000378:metabolism*; D010084:Oxidation-Reduction; D010100:Oxygen / Q000378:metabolism*
D000814:Aniline Compounds; D005296:Ferrous Compounds; D009251:NADPH-Ferrihemoprotein Reductase; D010100:Oxygen; C021313:methylaniline