0000000001318963

AUTHOR

Aivar Lookene

showing 2 related works from this author

Chiral hemicucurbit[8]uril as an anion receptor: selectivity to size, shape and charge distribution

2017

A novel eight-membered macrocycle of the hemicucurbit[n]uril family, chiral (all-R)-cyclohexanohemicucurbit[8]uril (cycHC[8]) binds anions in a purely protic solvent with remarkable selectivity. The cycHC[8] portals open and close to fully encapsulate anions in a 1 : 1 ratio, resembling a molecular Pac-Man™. Comprehensive gas, solution and solid phase studies prove that the binding is governed by the size, shape and charge distribution of the bound anion. Gas phase studies show an order of SbF6− ≈ PF6− > ReO4− > ClO4− > SCN− > BF4− > HSO4− > CF3SO3− for anion complexation strength. An extensive crystallographic study reveals the preferred orientations of the anions within the octahedral cav…

anion receptors010405 organic chemistryStereochemistryselectivityCharge densityIsothermal titration calorimetryGeneral Chemistryhemicucurbituril010402 general chemistry01 natural sciences0104 chemical sciencesIonSolventCrystallographychemistry.chemical_compoundmacrocyclesOctahedronchemistryPhase (matter)Selectivityta116Protic solventChemical Science
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Chiral hemicucurbit[8]uril as an anion receptor: selectivity to size, shape and charge distribution

2023

Chiral (all-R)-cyclohexanohemicucurbit[8]uril binds anions in a 1 : 1 ratio in pure methanol like a molecular Pac-Man™ with remarkable selectivity based on the size, shape and charge distribution of the anion.

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