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The new, multifunctional, hemilabile phosphorus−bis(nitrogen) ligand N-(2-(diphenylphosphino)benzylidene)(2-(2-pyridyl)ethyl)amine, PNN, containing phosphine, imine, and pyridyl donor groups and alkyl-, allyl-, and acylpalladium complexes, methylplatinum complexes, and a zerovalent palladium complex containing PNN have been synthesized and characterized with 1H-, 13C-, 31P-, and 15N-NMR. PNN commonly coordinates in a terdentate fashion, resulting in ionic complexes of the type [(PNN)MII(R)]Y (M = Pd, Pt, R = CH3, Y = Cl, CF3SO3; M = Pd, R = C(O)CH3, Y = CF3SO3; M = Pd, R = η1-CH2C(H)CH2, Y = Cl, CF3SO3). Bidentate coordination of PNN is observed for [(PNN)PdII(η3-(CH3)2CC(CH3)C(CH3)2)]Cl and surprisingly also for neutral (PNN)PdII(C(O)CH3)(Cl). An unprecedented zerovalent palladium complex (PNN)Pd0 has been isolated, which is stabilized by PNN only. Preliminary results show that palladium complexes of PNN are very active in allylic alkylation reactions.

organometallics

Stable Palladium(0), Palladium(II), and Platinum(II) Complexes Containing a New, Multifunctional and Hemilabile Phosphino−Imino−Pyridyl Ligand: Synthesis, Characterization, and Reactivity