Preparation and NMR spectroscopic study of palladium(II) complexes with N-arylalkyliminodiacetamide derivatives

•The reactions of N-aralylkyliminodiacetamides with PdCl2 were investigated.•Six new palladium(II) complexes, belonging to three different types, were prepared.•The complexes were characterized by IR and NMR spectroscopy.•The structure of the complex depends on the nature of the arylalkyl group.

The reactions of N-arylalkyl derivatives of iminodiacetamide, RN(CH2CONH2)2; Rimda (Bnimda, Peimda, Ppimda, o-ClBnimda, p-ClBnimda; Bn = benzyl, Pe = 2-phenylethyl; Pp = 3-phenylprop-1-yl; o-ClBn = o-chlorobenzyl; p-ClBn = p-chlorobenzyl) with palladium(II) chloride in acidic aqueous solutions were investigated. Six new palladium(II) complexes, belonging to three different types, namely [PdCl2(Bnimda)]2 · 2H2O (1; type I), [PdCl2(Peimda)] · H2O (2; type II), [PdCl2(Ppimda)] · ½H2O (3a; type II), [PdCl2(Ppimda)]2 (3b; type I), [PdCl2(p-ClBnimda)] · H2O (4; type II) and [PdCl2(o-ClBnimda)2] (5; type III) were obtained and characterized by infrared spectroscopy, 1H and 13C NMR spectroscopy, and thermal analysis (TG/DTA).

Graphical abstractPalladium (II) complexes with N-arylalkyliminodiacetamide derivatives, RN(CH2CONH2)2 (Rimda; R = benzyl (Bn), 2-phenylethyl (Pe), 3-phenylprop-1-yl (Pp), ortho-chlorobenzyl (o-ClBn) and para-chlorobenzyl (p-ClBn)) were prepared and characterized by IR spectroscopy, NMR spectroscopy and thermal analysis (TG/DTA). Three types of complexes, namely type I – [PdCl2(Rimda)]2 (1; R = Bn and 3b; R = Pp), type II – [PdCl2(Rimda)] (2; R = Pe, 3a; R = Pp and 4; R = p-ClBn) and type III – [PdCl2(Rimda)2] (5; R = o-ClBn) were obtained. An exchange pathway of different species present in DMSO-d6 solutions of complexes 1–4 was suggested on the basis of their NMR spectra. Cyclic form II revealed to be the most stable form in DMSO-d6 solution.Figure optionsDownload full-size imageDownload as PowerPoint slide