0000000000999277

AUTHOR

Juho Iloniemi

showing 2 related works from this author

Oligoamide Foldamers as Helical Chloride Receptors-the Influence of Electron-Withdrawing Substituents on Anion-Binding Interactions.

2019

The anion-binding properties of three closely related oligoamide foldamers were studied using NMR spectroscopy, isothermal titration calorimetry and mass spectrometry, as well as DFT calculations. The 1 H NMR spectra of the foldamers in [D6 ]acetone solution revealed partial preorganization by intramolecular hydrogen bonding, which creates a suitable cavity for anion binding. The limited size of the cavity, however, enabled efficient binding by the inner amide protons only for the chloride anion resulting in the formation of a thermodynamically stable 1:1 complex. All 1:1 chloride complexes displayed a significant favourable contribution of the entropy term. Most likely, this is due to the …

anionitreceptors010402 general chemistry01 natural sciencesBiochemistryChloridesupramolecular chemistryhost-guest systemschemistry.chemical_compoundAmidesupramolekulaarinen kemiamedicinefoldamersAnion bindingta116010405 organic chemistryChemistryHydrogen bondOrganic ChemistryFoldamerIsothermal titration calorimetryGeneral ChemistryNuclear magnetic resonance spectroscopy0104 chemical sciencesCrystallographyProton NMRanionsmedicine.drugChemistry, an Asian journal
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Oligoamide Foldamers as Helical Chloride Receptors : the Influence of Electron-Withdrawing Substituents on Anion-Binding Interactions

2019

The anion‐binding properties of three closely related oligoamide foldamers were studied using NMR spectroscopy, isothermal titration calorimetry and mass spectrometry, as well as DFT calculations. The 1H NMR spectra of the foldamers in [D6]acetone solution revealed partial preorganization by intramolecular hydrogen bonding, which creates a suitable cavity for anion binding. The limited size of the cavity, however, enabled efficient binding by the inner amide protons only for the chloride anion resulting in the formation of a thermodynamically stable 1:1 complex. All 1:1 chloride complexes displayed a significant favourable contribution of the entropy term. Most likely, this is due to the re…

anionitsupramolekulaarinen kemiareceptorsfoldamershost-guest systems
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