Synthesis and characterization of novel platinum(IV) complexes with functionalized carbohydrates

[{PtMe3(H2O)2}2SO4] (1) reacts with 1-amino-1-deoxy-d-glucitol (C2), 1-(N-methylamino)-1-deoxy-d-glucitol (C3) and 2-amino-2-deoxy-α-d-glucose (C4) in diluted aqueous solution to give platinum(IV) carbohydrate complexes of the type [PtMe3L]2SO4 (2, L=C2; 3, L=C3; 4, L=C4). The complexes were characterized by microanalysis, 1H, 13C and 195Pt NMR spectroscopy. In aqueous solution the amino glucitols in 2 and 3 are tridentately (κ3N,O2,4) or bidentately (κ2N,O2) coordinated by replacing the C4OH ligand by water. [{PtMe3(H2O)2}2SO4] (1) reacts with stoichiometric amounts of sodium 2-amino-2-deoxy-d-gluconate (C5Na), sodium d-gluconate (C6Na) and calcium O-isopropylidene-d-threonate (C7Ca) to give complexes of the type [PtMe3L] (5, L=C5; 6, L=C6) and [PtMe3L(H2O)] (7, L=C7), respectively. The complexes were isolated as colorless, air-stable powders and fully characterized by microanalysis, 1H, 13C and 195Pt NMR spectroscopy. The ligands in 5–7 are deprotonated sugar acids that are facial tridentately (κ3O1,4,N25; κ3O1,2,46) and bidentately (κ2O1,27) coordinated, respectively. In aqueous solutions of 5 and 6 water may be coordinated at platinum instead of the hydroxyl group at C4.