Maria Thomas, ChrisoFoyle, EmerWalker, SamuelWhite, Nicholas2024-03-140004-9425http://hdl.handle.net/1885/315992The assembly of hydrogen bonded cages using amidinium···carboxylate hydrogen bonding interactions was investigated. A new tris-amidinium hydrogen bond donor tecton based on a tetraphenylmethane scaffold was prepared and its self-assembly with the terephthalate anion studied, and a new tricarboxylate hydrogen bond acceptor tecton was synthesised and its assembly with the 1,3-benzenebis(amidinium) hydrogen bond donor explored. In both cases, molecular modelling indicated that the formation of the cages was geometrically feasible and 1H NMR spectroscopic evidence was consistent with interactions between the components in competitive d6-DMSO solvent mixtures. DOSY NMR spectroscopy of both systems indicated that both components diffuse at the same rate as each other, and diffusion coefficients were consistent with cage formation, and with the formation of assemblies significantly larger than the individual components. An X-ray crystal structure showed that one of the assemblies did not have the desired cage structure in the solid state.The authors thank the Australian Research Council (Australian Government RTP Scholarship to EMF and DE170100200 to NGW) and the ANU Summer Scholars Program (SEW) for funding.application/pdfen-AUJournal compilation © CSIRO 2021supramolecular chemistrycagesself–assemblyhydrogen bondingamidiniumcarboxylateDOSY NMRX-ray crystallographycomputational modelling202110.1071/CH211012022-11-13