Synthesis of racemic palladacycles from 2-ferrocenylphenylphosphines

• A series of 2-ferrocenylphenylphosphines are synthesised readily in two steps.
• 2-Ferrocenylphenylphosphines undergo palladation readily on addition of palladium acetate.
• Palladium ligand exchange reactions give a series of racemic planar chiral phosphapalladacycles.
• Acetate ligated phosphapalladacycles are monomeric in solution, and dimeric in the solid state.

Transformation of 2-bromophenylferrocene into 2-(diphenylphosphino)-, 2-(dicyclohexylphosphino)-, or 2-(diisopropylphosphino)phenylferrocene is followed by facile room-temperature metallation with palladium acetate. The resulting acetate-ligated palladacycles are transformed readily into bridged-chloride, monomeric acetylacetonate, or monomeric hexafluoroacetylacetonate congeners.

Transformation of 2-bromophenylferrocene into 2-(diphenylphosphino)-, 2-(dicyclohexylphosphino)-, or 2-(diisopropylphosphino)phenylferrocene is followed by facile room-temperature metallation with palladium acetate. The resulting acetate-ligated palladacycles are transformed readily into bridged-chloride, monomeric acetylacetonate, or monomeric hexafluoroacetylacetonate congeners.Figure optionsDownload as PowerPoint slide