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Rigid, biconical hydrogen-bonded dimers that strongly encapsulate cationic guests in solution and the solid state

Jordan N. Smith, Courtney Ennis, Nigel T. Lucas

2021Chemical Science10 citationsDOIOpen Access PDF

Abstract

H and DOSY NMR spectroscopic experiments show that the cavitand readily dimerizes through an unusual seam of interdigitated hydrogen-bonds that is resistant to disruption by polar co-solvents. The well-defined cavity encapsulates small cationic guests, but not their neutral counterparts, restricting the conformation of sequestered tetraethylammonium in solution and the solid state.

Topics & Concepts

Cationic polymerizationSolid-stateSolid hydrogenHydrogenMaterials sciencePolymer sciencePolymer chemistryHydrogen bondChemistryOrganic chemistryPhysical chemistryMoleculeSupramolecular Chemistry and ComplexesMolecular Sensors and Ion DetectionCrystallography and molecular interactions
Rigid, biconical hydrogen-bonded dimers that strongly encapsulate cationic guests in solution and the solid state | Litcius