Palladium complexes of N-aryl-2-pyridylamines

Palladium complexes of N-phenyl-2-pyridylamine (4) and dipyridylamine substrates (7, 11) have been studied. Due to the coordination ability of the pyridine-nitrogen atoms, the pyridyl substrates, 4, 7, 11 were subjected to Pd(OAc)2 complexations and a number of N-aryl-2-pyridylamine Pd complexes (13–17) were isolated and characterised, in particular by NMR and ESI-MS. A new method for the preparation of the acetato-bridged six-membered ring palladacycle complex (13) of 4 is reported. The dipyridyl amines 7, 11 formed cis/trans bis-dentate acetato-bridged dimeric Pd2Lig2(OAc)2 (14a,b/16a,b) and Pd3Lig2(OAc)4 complexes (15a,b/17a,b). The N-aryl-2-pyridylamine substrates (4, 7, 11) were prepared by oxidative nucleophilic substitution, by 1,3-cycloaddition reaction or by Buchwald amination.

Graphical abstractThe preparation of a series of PdII complexes of N-aryl-2-pyridylamines is described. The complexes have been characterised spectroscopically, and NMR and ESI-MS have been used for determination of the complex compositions. 1H and 13C NMR characterisation of individual cis and trans isomers of bis-dentate acetato-bridged dimeric complexes are reported.Figure optionsDownload full-size imageDownload as PowerPoint slide