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Synthesis and Characterization of Platinum(II) Complexes with a Diazenecarboxamide‐Appended Picolyl‐Triazole Ligand
Author(s) -
Urankar Damijana,
Pevec Andrej,
Košmrlj Janez
Publication year - 2011
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201001051
Subject(s) - chemistry , platinum , moiety , nuclear magnetic resonance spectroscopy , ligand (biochemistry) , chelation , triazole , stereochemistry , yield (engineering) , 1,2,4 triazole , metal , proton nmr , medicinal chemistry , crystallography , inorganic chemistry , organic chemistry , catalysis , biochemistry , materials science , receptor , metallurgy
The coordination of the diazenecarboxamides, which were functionalized with the 1‐(2‐picolyl)‐1 H ‐1,2,3‐triazole moiety 1 , to platinum(II) were studied, where K 2 [PtCl 4 ] and cis ‐[PtCl 2 (DMSO) 2 ] were used as the platinum sources. The picolyl‐triazole (pictri) binding unit enabled chelation to the metal centre through the 1,2,3‐triazole N2 and the pyridyl nitrogen atoms under mild reaction conditions. When cis ‐[PtCl 2 (DMSO) 2 ] was used, with CH 2 Cl 2 or CH 3 CN as the reaction solvents, the pure, stable diamminedichloridoplatinum(II) complexes 2 were isolated by filtration in 39 to 83 % yield. The products were structurally characterized in solution by 1 H, 13 C and 195 Pt NMR spectroscopy. The 195 Pt NMR chemical shifts for 2 appear in the region of –2203 to –2207 ppm. The structure of complex 2a was confirmed by single‐crystal X‐ray crystallography. The formation of the platinum complexes 2 was monitored using NMR spectroscopy. The complexation with cis ‐[PtCl 2 (DMSO) 2 ] in [D 7 ]dmf proceeded through several intermediates, as indicated by the 195 Pt NMR spectra with resonances in the range of –3055 to –2907 ppm. Similarly, the reaction of cis ‐[PtCl 2 (DMSO) 2 ] with diazenecarboxamide, which was functionalized with the nonchelating 1‐(2‐aminoethyl)‐1,2,3‐triazole derivative, was examined by NMR spectroscopy.