A cationic aqua complex of an orthoplatinated primary amine – A versatile intermediate for derivatization

Abstract

In the presence of silver salts of weakly or non-coordinating anions, the iodo ligand in a cycloplatinated complex of phenylethylamine may be replaced by a coordinated water molecule. The resulting cationic aqua complex may either be isolated in the form of its tetrafluoroborate or perchlorate salt or prepared in situ. In subsequent derivatization reactions, the aqua ligand may be substituted under mild conditions. Two classes of cycloplatinated primary amines, interesting in view of their potential cytostatic properties, are accessible via this useful intermediate: Its aqua ligand may be displaced either by (pseudo)halides or by neutral donor ligands. With the anionic (pseudo)halides, neutral water-insoluble coordination compounds are obtained: The corresponding isocyanato complex has been structurally characterized, and we have converted the original iodo complex into a radiolabeled derivative. With neutral Lewis bases, cationic complexes of moderate solubility are formed; we report the crystal structure of the 3,5-lutidine derivative.