Angewandte Chemie International Edition · 2022 · 74 citations · 71 references
Natural SciencesChemistryMolecular RecognitionOrganic ChemistrySupramolecular ChemistryFunctional GroupsSupramolecular RecognitionBinding-site EngineeringBondingC - H Bond FunctionalizationHydrogen Bonding In Molecular RecognitionHydrogen Bonding InteractionsHydrogen-bonding RecognitionLewis AcidityStructure-specific Recognition
Abstract Rational design of hydrogen‐bonded organic frameworks (HOFs) with multiple functionalities is highly sought after but challenging. Herein, we report a multifunctional HOF ( HOF‐FJU‐2 ) built from 4,4′,4′′,4′′′‐(9H‐carbazole‐1,3,6,8‐tetrayl)tetrabenzaldehyde molecule with tetrabenzaldeyde for their H bonding interactions and carbazole N−H site for its specific recognition of small molecules. The Lewis acid N−H sites allow HOF‐FJU‐2 facilely separate acetone from its mixture with another solvent like methanol with smaller p K a value. The donor (D)‐π‐acceptor (A) aromatic nature of the organic building molecule endows this HOF with solvent dependent luminescent/chromic properties, so the column acetone/methanol separation on HOF‐FJU‐2 can be readily visualized.
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