AI Article Synopsis

  • Two triangular prismatic cages were created by combining specific chemical compounds in acidic water, using an anionic guest to guide their formation.
  • The exchange of counterions eliminated the template and the acid, making the cages stable and preventing reversibility.
  • The cages can selectively recognize different guests in water and protect certain compounds, like an anthracene derivative, from harmful UV oxidation.

Article Abstract

Two triangular prismatic cages were synthesized by combining a trishydrazide and two bisformyl precursors in strongly acidic water, where the dynamic nature of hydrazone was turned ON. An anionic guest was used as the template to drive the cage formation. Performing counterion exchange removed both the template and the Brønsted acid. The removal of the latter afforded the cages' kinetic inertness by turning OFF the reversibility of hydrazone. The cages can thus be used for recognizing various guests in water without observable degradation, driven by the hydrophobic effect. Upon being accommodated within the cage cavities, an anthracene derivative was protected from UV-stimulated oxidation, which would occur otherwise in the bulk solution without the protection from the host.

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http://dx.doi.org/10.1021/acs.orglett.4c03041DOI Listing

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