Mixed unsymmetric oxadiazoline and/or imine platinum(II) complexes

Iminoacylation of acetone oxime Me2C=NOH 2 upon reaction with trans-[PtCl2(NCCH2CO2Me)(2)] 1 and [2 + 3] cycloaddition of acyclic nitrone -O+N(Me)=C(H)(C6H4Me-4) 3 to a nitrile figand in 1 lead to the formation of mono-imine trans-[PtCl2(imine-a)(NCCH2CO2Me)] 4 [imine-a = NH=C(CH2CO2Me)ON=CMe2] and rnono-oxadiazoline trans-[PtCl2(oxadiazoline-a)(NCCHCO2Me)] 6 [oxadiazoline-a = N=C(CH2CO2Me)ON(Me)C(H)(C6H4Me-4)] unsymmetric mixed ligand complexes, respectively, as the main products. Reactions of 6 or 4 with acetone oxime 2, cyclic nitrone -O+N=CHCH2CH2CMe2 8 or N,N-diethylhydroxylamine 11 give access, in moderate to good yields, to the unsvmrnetric mixed ligand oxadiazoline and/or imine complexes trans-[PtCl2(oxadiazoline-a)(imine-a)] 9, trans-[PtCl2(oxadiazoline-a)(oxadiazoline-b)] 10 [oxadiazoline-b =N=C(CH2CO2Me)ONC(H)CH2CH2CMe2], trans-[PtCl2(imine-a)(imine-b)] 12 [imine-b NH=C(CH2CO2Me)ONEt2] or trans-[PtCl2(imine-a)(oxadiazoline-b)] 13. The cis mono-imine mixed ligand complex cis-[PtCl2(imine-a)(NCCH2CO2Me)(2)] 4a is the major product from the reaction of cis-[PtCl2(NCCH2CO2Me)(2)] 1a with the oxime 2, while the di-imine compound cis-[PtCl2(imine-a)(2)] 5a is a minor product. Reaction of cis-[PtCl2(imine-a)(NCCH2CO2Me)] 4a with -N,N-diethythydroxylamine 11 or the cyclic nitrone 8 affords, in good yields, the unsyrnmetric mixed ligand complexes cis-[PtCl2(imine-a)(imine-b)] 12a or ciy-[PtCl2(imine-a)(oxadiazoline-b)] 13a, respectively All these complexes were characterized by elemental analyses, IR and H-1, C-13 and Pt-195 NMR spectroscopies, and FAB(+)-MS. The X-ray structural analysis of trans-[PtCl2 {NH=C(CH2CO2Me)ON=CMe2}(NCCH2CO2Me)] 4 is also reported.