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The self‐assembly of eight Pd II  cations and sixteen phenanthrene‐derived bridging ligands with 60° bite angles yielded a novel M 8 L 16  metallosupramolecular architecture composed of two interlocked  D  4 h  ‐symmetric barrel‐shaped containers. Mass spectrometry, NMR spectroscopy, and X‐ray analysis revealed this self‐assembled structure to be a very large “Hopf link” catenane featuring channel‐like cavities, which are occupied by NO 3  −  anions. The importance of the anions as catenation templates became imminent when we observed the nitrate‐triggered structural rearrangement of a mixture of M 3 L 6  and M 4 L 8  assemblies formed in the presence of BF 4  −  anions into the same interlocked molecule. Furthermore, the densely packed structure of the M 8 L 16  catenane was exploited in the preparation of a hexyloxy‐functionalized analogue, which further self‐assembled into vesicle‐like aggregates in a reversible manner.

Hierarchical Assembly of an Interlocked M 8 L 16 Container