Synthesis and use of α-aminophosphine oxides and N,N-bis(phosphinoylmethyl)amines – A study on the related ring platinum complexes

•New α-aminophosphine oxide derivatives were prepared by MW-assisted condensations.•The bis(phosphinoyl)amines, were converted to borane and ring platinum complexes.•Stereostructure of a few Pt complexes was evaluated by quantum chemical calculations.•The crystal structure of a few ring Pt species was studied by X-ray analysis.•The Pt complexes were tested as novel catalyst in the hydroformylation of styrene.

The Kabachnik–Fields condensation was extended using secondary phosphine oxides, such as dibenzylphosphine oxide and bis(4-methylphenyl)phosphine oxide as the P-reactant in reaction with formaldehyde and different primary amines. Besides the α-aminophosphine oxides, the corresponding bisproducts, N,N-bis(phosphinoylmethyl)amines were also synthesized under appropriate conditions. The bis(phosphinoyl)amines were then converted to ring platinum complexes after double deoxygenation. The substituent dependence of the energetics of the complexation reaction using bidentate P-ligands, and the stereostructure of a few complexes were evaluated by B3LYP/6-31G(d,p) calculations using the effective core potential (ECP) basis set (SDD). The crystal structure of a few ring Pt species was studied by X-ray analysis. Catalytic activity of the complexes synthesized was investigated in hydroformylation.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide