Aryldiazenato- and aryldiazene complexes. Some orthometallated compounds derived from reactions of diazonium ions with carbonylchloro-bis(triphenylphosphine)iridium

Abstract

A wide range of variously substituted aryldiazonium ions (RN₂⁺) react with [Ir(CO)Cl(PPh₃)₂] and its analogues in benzene–ethanol or benzene–propan-2-ol to yield orthometallated aryldiazene complexes [[graphic omitted]H₃-R′)(PPh₃)₂]Y (1) of iridium(III). These may be deprotonated to yield orthometallated aryldiazenato-complexes [[graphic omitted]H₃R′)(PPh₃)₂](2), and hydrogenated by H₂ at 1 atm and 25 °C in the presence of a palladium catalyst to give orthometallated arylhydrazine complexes [[graphic omitted]H₃R′)(PPh₃)₂][Y](3)(X = F, Cl, Br, I, or OClO₃; R′= H, F, Br, Cl, Me, CF₃, NH₂, NO₂, or OMe; Y = BF₄, or ClO₄).