0000000000352940

AUTHOR

Perdita E. Barran

showing 2 related works from this author

Anion-driven encapsulation of cationic guests inside pyridine[4]arene dimers

2019

Pyridine[4]arenes have previously been considered as anion binding hosts due to the electron-poor nature of the pyridine ring. Herein, we demonstrate the encapsulation of Me4N+ cations inside a dimeric hydrogen-bonded pyridine[4]arene capsule, which contradicts with earlier assumptions. The complexation of a cationic guest inside the pyridine[4]arene dimer has been detected and studied by multiple gas-phase techniques, ESI-QTOF-MS, IRMPD, and DT-IMMS experiments, as well as DFT calculations. The comparison of classical resorcinarenes with pyridinearenes by MS and NMR experiments reveals clear differences in their host–guest chemistry and implies that cation encapsulation in pyridine[4]arene…

Cation bindingmassaspektrometriaanionitDimerpyridinearenes010402 general chemistryDFT calculations01 natural sciencesFull Research Paperdft calculationsIonlcsh:QD241-441chemistry.chemical_compoundlcsh:Organic chemistryPolymer chemistryPyridinesupramolekulaarinen kemiaresorcinarenesInfrared multiphoton dissociationcation bindingAnion bindinglcsh:Science010405 organic chemistryChemistrytiheysfunktionaaliteoriaOrganic ChemistryCationic polymerizationkationit5470104 chemical sciences3. Good healthChemistryion mobility mass spectrometrymacrocycleslcsh:QBeilstein Journal of Organic Chemistry
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Thermodynamically driven self-assembly of pyridinearene to hexameric capsules

2019

Pyridinearene macrocycles have previously shown unique host–guest properties in their capsular dimers including endo complexation of neutral molecules and exo complexation of anions. Here, we demonstrate for the first time the formation of hydrogen bonded hexamer of tetraisobutyl-octahydroxypyridinearene in all three states of matter – gas phase, solution and solid-state. Cationic tris(bipyridine)ruthenium(II) template was found to stabilize the hexamer in gas phase, whereas solvent molecules do this in condensed phases. In solution, the capsular hexamer was found to be the thermodynamically favoured self-assembly product and transition from dimer to hexamer occurred in course of time. The …

vetysidokset010405 organic chemistryChemistryHydrogen bondDimerOrganic ChemistryIntermolecular forceCrystal structureRandom hexamer010402 general chemistry01 natural sciencesBiochemistry0104 chemical sciencesSolventchemistry.chemical_compoundBipyridineCrystallographysupramolekulaarinen kemiaMoleculePhysical and Theoretical Chemistry
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