Tetrafunctionalized calix[4]resorcinarene cavitands commonly serve as supramolecular scaffolds for construction of coordination-driven self-assembled capsules. However, due to the calix-like shape, the structural diversity of assemblies is mostly restricted to dimeric and hexameric capsules. Previously, we reported a spontaneous heteroleptic complexation strategy based on a pair of self-recognizable terpyridine-based ligands and Cd II ions. Building on this complementary ligand pairing system, herein three types of nanocapsules, including a dimeric capsule, a Sierpinśki triangular prism, and a cubic star, could be readily obtained through dynamic complexation reactions between a tetratopic cavitand-based ligand and various multitopic counterparts in the presence of Cd II ions. The dimeric capsular assemblies display the spacer-length-dependent self-sorting behavior in a four-component system. Moreover, the precise multicomponent selfassembly of a Sierpinśki triangular prism and a cubic star possessing three and six cavitand-based motifs, respectively, demonstrates that such self-assembly methodology is able to efficiently enhance architectural complexity for calix[4]resorcinarene-containing metallo-supramolecules.

‘Aniono’ double helicates and grids were constructed using PO43− anions and a bis–tris(urea) ligand and interconverted by changing the counter-cation.

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The asymmetric synthesis of the orthogonally protected N-mannosyl d-β-hydroxyenduracididine (N-Man-d-βhEnd) is described, starting from enantiopure silylated (S)-serinol. The key steps are: (i) glycosylamine formation between protected serinol and a benzylated d-mannose; (ii) guanidinylation; and (iii) cyclic guanidine formation. This synthesis constitutes a breakthrough in our studies towards a total synthesis of mannopeptimycin and should also allow for other studies in the field of mannopeptimycin research, including the synthesis of derivatives.