1419212-34-2Relevant academic research and scientific papers
Room-temperature isolation of palladium(II) organocarbonyl intermediates in the synthesis of eight-membered lactams after alkyne/CO sequential insertions
Garcia-Lopez, Jose-Antonio,Oliva-Madrid, Maria-Jose,Saura-Llamas, Isabel,Bautista, Delia,Vicente, Jose
, p. 1094 - 1105 (2013/04/23)
The dinuclear complexes [Pd(C^N)(μ-X)]2 (C ^N = C,N-C(Ph)=C(R′)ArCH2CR2NH 2-2; Ar = C6H4, C6H 2(OMe)2-4,5; R = H, Me; R′ = Ph, CO2Me, Me; X = Cl, Br), arising from the monoinsertion of internal alkynes into the Pd-C bond of ortho-palladated phentermine or homoveratrylamine, react with CO at room temperature to afford the neutral mononuclear organocarbonyl complexes [Pd(C^N)X(CO)]. When the reactions with CO are carried out in the presence of TlOTf, the triflato complexes [Pd(C^N)(OTf)(CO)] are obtained. These organo-carbonyl complexes show an unexpected stability, in spite of containing CO and a σ-alkenyl ligand in mutually cis positions, and represent real intermediates in the insertion reactions of CO into the Pd-C bond. Indeed, they undergo decomposition under the proper conditions, behaving as CO-releasing molecules or yielding Pd(0) and the corresponding dihydro-3-benzazocinones, resulting from a C-N coupling process. Crystal structures of each type of compound have been determined by X-ray diffraction studies.
