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Dinucleoside-Based Macrocycles Displaying Unusually Large Chelate Cooperativities.

David Serrano-Molina1, Alberto de Juan1, David González-Rodríguez1,2

  • 1Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, 28049, Madrid, Spain.

Chemical Record (New York, N.Y.)
|December 28, 2020
PubMed
Summary

Researchers studied self-assembly in supramolecular systems, finding that high chelate cooperativity leads to reliable "all-or-none" formation. This work characterizes a synthetic system with record cooperativity for dinucleoside molecules forming macrocycles.

Keywords:
chelate cooperativityeffective molaritymacrocyclizationself-assemblysupramolecular chemistry

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Area of Science:

  • Supramolecular Chemistry
  • Chemical Engineering
  • Materials Science

Background:

  • High-fidelity self-assembly of specific molecular species requires strong chelate cooperativities.
  • Effective molarity quantifies this cooperativity, with high values enabling reliable formation and
  • all-or-none
  • assembly behavior.

Purpose of the Study:

  • To study and characterize a synthetic supramolecular system exhibiting exceptionally high chelate cooperativities.
  • To investigate the self-assembly of rod-like dinucleoside molecules into tetrameric macrocycles.

Main Methods:

  • Characterization of a synthetic supramolecular system.
  • Analysis of self-assembly processes driven by hydrogen-bonding Watson-Crick interactions.
  • Quantification of chelate cooperativities using the effective molarity parameter.

Main Results:

  • Identification of a synthetic system with record-breaking chelate cooperativities.
  • Demonstration of reliable "all-or-none" assembly phenomena in the studied system.
  • Successful formation of tetrameric macrocycles from rod-like dinucleoside molecules.

Conclusions:

  • Strong chelate cooperativities are crucial for high-fidelity self-assembly.
  • The studied dinucleoside system exhibits remarkable cooperativity and predictable assembly behavior.
  • This research advances the understanding of controlled supramolecular synthesis.