Organic Letters · 2020 · 17 citations · 24 references
PharmacyChemistryMedicinal ChemistryStructure-activity RelationshipsSupramolecular ChemistryChiral RecognitionChiral SeparationHeterocyclic ChemistryLigand BindingMacromolecular AssemblyReceptor ModelingChiral Recognition MechanismsChiral Supramolecular RecognitionEnantioselectivityMacrocyclic LigandsMacrocyclic ReceptorsNuclear Magnetic Resonance StudiesX-ray Diffraction Analysis
Using supramolecular interactions, a novel macrocyclic receptor is able to selectively extract zwitterionic phenylglycine from neutral aqueous solutions into chloroform with up to 91.8% ee. Modeling studies, nuclear magnetic resonance experiments, and X-ray diffraction analysis were carried out to explain the high enantioselectivity observed.
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