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).

Palladium (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 as PowerPoint slide