6533b82cfe1ef96bd12901b5

RESEARCH PRODUCT

Hydrogen-Bonded Open-Framework with Pyridyl-Decorated Channels: Straightforward Preparation and Insight into Its Affinity for Acidic Molecules in Solution.

Stéphane BrandèsCarine DuhayonCarine DuhayonYannick CoppelYannick CoppelTamás FodorJean-pascal SutterJean-pascal SutterMichel MeyerNans RoquesNans RoquesGeorges MouchahamGeorges MouchahamWalid KhodjaWalid Khodja

subject

010405 organic chemistryHydrogen bondChemistryOrganic ChemistrySupramolecular chemistryIonic bondingProtonationSorptionGeneral ChemistryHydrogen-Bonding010402 general chemistry[ CHIM ] Chemical Sciences01 natural sciencessupramolecular chemistryCatalysis0104 chemical sciencesSolventPolymer chemistryhost-guest chemistry[CHIM]Chemical SciencesMoleculeOrganic chemistryoxalate complexporous materialHost–guest chemistry

description

International audience; An hydrogen-bonded open framework with pores decorated by pyridyl groups has been constructed following an off-charge-stoichiometry assemblage of protonated tetrakis(4-pyridyl-oxymethyl)methane and [Al(oxalate)3]3-, respectively the H-bond donor and acceptor of the ionic H-bond interactions. This supramolecular porous architecture (SPA-2) possesses 1 nm-large pores interconnected in 3D with high solvent accessible void (53%). It demonstrated remarkable affinity for acidic organic molecules in solution, which was investigated by the means of various carboxylic acids including larger drug molecules. Noteworthy, competing sorption between acetic acid and its halogenated homologues evidenced good selectivity of the porous material for the halogenated acids. The gathered results, including a series of guest@SPA-2 crystal structures and HRMAS-NMR, suggest that the efficient sorption exhibited by the material not just relies on an acid-base interaction. The facile release of these guests' molecules in neutral conditions makes this SPA a carrier of acidic molecules.

10.1002/chem.201701732https://pubmed.ncbi.nlm.nih.gov/28613429