SYNTHESIS AND CHARACTERIZATION OF PLATINUM(II) COMPLEXES WITH ADAMANTANAMINE DERIVATIVES AND RELATED LIGANDS

Monosubstituted anionic complexes of the type [Pt(amine)Cl3]- With met hylamine, ethylamine, cyclobutylamine, cyclopentylamine, dimethylamine , I-adamantanamine, 2-adamantanamine, and (1-adamantylmethyl)amine hav e been synthesized and characterized mainly by Pt-195 NMR spectroscopy . The delta(Pt) resonances of the compounds were observed between -182 2 and -1865 ppm in DMF solution. Disubstituted complexes Pt(amine)2X2 where X = Cl and I with the same amines were also studied. The Pt-195 NMR signals of the dichloro compounds were observed around -2200 ppm w hile those of the diiodo complexes were found between -3211 and -3354 ppm. The results on the adamantanamine (adam) complexes have shown tha t the previously reported compounds cis-Pt(adam)2Cl2, which do not hav e any antitumor properties, were not pure and contained about 65% impu rities. The Pt-195 NMR spectra indicate that the chloro/1- and chloro/ 2-adamantanamine complexes are mixtures of cis and trans isomers, whil e(1-adamantylmethyl)amine produces only one isomer, presumably the cis isomer. A few mixed-ligand complexes, Pt(amine)(adam)X2, have been pr epared with X = Cl and I, and these compounds were studied by IR, Rama n, and NMR spectroscopy. In the chloro series, only one isomer was obs erved in the Pt-195 NMR spectra. The IR and Raman spectroscopic result s suggest that these complexes have cis geometry. For the iodo series, the Pt-195 NMR spectra indicate the presence of two isomers for a few compounds and only one isomer for others. Some IR and Raman data for the iodo complexes in the nu(Pt-1) region are reported.