Synthesis and characterisation of organo-platinum(II) complexes of the N,O-donor ligands hippuric acid (N-benzoylglycine) and N-phenylanthranilic acid

• New platinum complexes with hippurate and N-phenylanthranilate ligands.
• X-ray structure of cyclo-octadiene complex [Pt{N(COPh)CH2COO}(cod)].
• Phosphine platinum hippurate complexes synthesised by ligand substitution.

Reaction of [PtCl2(cod)] (cod = cyclo-octa-1,5-diene) with either hippuric acid [PhC(O)NHCH2COOH] or N-phenylanthranilic acid (ortho-PhNHC6H4COOH) in refluxing dichloromethane in the presence of silver(I) oxide gave the new organoplatinum derivatives [Pt{N(COPh)CH2COO}(cod)] and [Pt{N(Ph)C6H4COO}(cod)] respectively. Ligand substitution reactions of the cod ligand in [Pt{N(COPh)CH2COO}(cod)] provided a facile route to a selection of phosphine-substituted analogues [Pt{N(COPh)CH2COO}L2] [L = phosphatriazaadamantane (pta), PPh3, or L2 = Ph2PCH2CH2PPh2 or Fe(η5-C5H4PPh2)2] via displacement of the labile cod ligand. The complexes were characterised using NMR spectroscopy, IR spectroscopy, and ESI mass spectrometry. The X-ray structure of [Pt{N(COPh)CH2COO}(cod)] is also reported.

The new organoplatinum derivatives [Pt{N(COPh)CH2COO}(cod)] and [Pt{N(Ph)C6H4COO}(cod)] (cod = cyclo-octa-1,5-diene) were synthesised by reaction of [PtCl2(cod)] with hippuric acid [PhC(O)NHCH2COOH] or N-phenylanthranilic acid (ortho-PhNHC6H4COOH). Ligand substitution reactions of the cod ligand in [Pt{N(COPh)CH2COO}(cod)] provided a facile route to a selection of phosphine-substituted analogues. The complexes were characterised using NMR spectroscopy, IR spectroscopy, and ESI mass spectrometry. The X-ray structure of [Pt{N(COPh)CH2COO}(cod)] is also reported.Figure optionsDownload as PowerPoint slide