Synthesis and characterisation of 3-aza-7-phosphabicyclo[3.3.1]nonan-9-ones

Novel 3-aza-7-phosphabicyclo[3.3.1]nonan-9-ones have been synthesised via the Mannich reaction of a phosphorinanone, a primary amine and formaldehyde. The new phosphorus-nitrogen (PN) compounds are rigid and adopt a twin-chair conformation both in solution and the solid states. The coordination properties of the PN compounds were explored and a stable platinum complex was synthesised in which the PN ligand was bonded through both donor atoms.     

Bispidinone-based molecular switches for construction of stimulus-sensitive liposomal containers

It is demonstrated that new lipid-like amphiphilic compounds, derivatives of 3,7-diazabicyclo[3.3.1]nonan-9-one (bispidinone) with long alkyl substituents, can be integrated into liposomal membranes. They can serve as molecular switches changing the conformation from the chair–boat to chair–chair on addition of an aqueous solution of a bivalent copper salt, and thus enhancing the permeability of the lipid bilayer of liposomes and the release of encapsulated compounds.