N-Benzyl and N-aryl bis(phospha-Mannich adducts): Synthesis and catalytic activity of the related bidentate chelate platinum complexes in hydroformylation

The microwave-assisted double Kabachnik–Fields (phospha-Mannich) reaction of benzylamine and arylamines, two equivalents of paraformaldehyde and the P(O)H reagent, such as dialkyl phosphites, ethyl phenyl-H-phosphinate and diphenylphosphine oxide gave the bis(P(O)CH2)amine derivatives in good yields. The bis(diphenylphosphinoxido) derivatives were converted to the corresponding ring platinum complexes after deoxygenation whose catalytic activity was tested in the hydroformylation of styrene. Crystal structure analysis of one of the complexes reveals interesting correlations between complex structure and solvent inclusion.

The microwave-assisted double Kabachnik Fields reaction of benzylamine and arylamines, two equivalents of paraformaldehyde and the P(O)H reagent gave the bis (P(O)CH2) amine derivatives that, in case of tetraphenyl substitution, were converted to the corresponding ring platinum complexes in two steps.Figure optionsDownload as PowerPoint slideHighlights
► Bis(P(O)CH2)amine derivatives were synthesized by the double Kabachnik–Fields reaction.
► The bis(diphenylphosphinoxido) derivatives served as precursors for bidentate ligands of chelate platinum complexes.
► Crystal structure analysis of one of the 6-ring Pt complexes revealed interesting correlations between complex structure and solvent inclusion.
► The Pt complexes were used as catalysts in the hydroformylation of styrenes and showed unusual regioselectivity.