Dinucleoside-Based Macrocycles Displaying Unusually Large Chelate Cooperativities.

High-fidelity production of a single self-assembled species in competition with others relies on achieving strong chelate cooperativities, which can be quantified by the effective molarity parameter. Therefore, supramolecular systems displaying very high effective molarities are reliably formed in a wide range of experimental conditions and exhibit "all-or-none" phenomena, meaning that the assembly is either fully formed or fully dissociated into the corresponding monomeric components. We summarize here our efforts in the study and characterization of one of these synthetic systems exhibiting record chelate cooperativities: the self-assembly of rod-like dinucleoside molecules into tetrameric macrocycles through hydrogen-bonding Watson-Crick interactions.