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Cyclic Ether Triggers for Polymeric Frustrated Lewis Pair Gels

Utku Yolsal, Thomas A. R. Horton, Meng Wang, Michael P. Shaver

2021Journal of the American Chemical Society50 citationsDOIOpen Access PDF

Abstract

Sterically hindered Lewis acid and base centers are unable to form Lewis adducts, instead forming frustrated Lewis pairs (FLPs), where latent reactivity can be utilized for the activation of small molecules. Applying FLP chemistry into polymeric frameworks transforms this chemistry into responsive and functional materials. Here, we report a versatile synthesis strategy for the preparation of macromolecular FLPs and explore its potential with the ring-opening reactions of cyclic ethers. Addition of the cyclic substrates triggered polymer network formation, where the extent of cross-linking, strength of network, and reactivity are tuned by the steric and electronic properties of the ethers. The resultant networks behave like covalently cross-linked polymers, demonstrating the versatility of FLPs to simultaneously tune both small-molecule capture and mechanical properties of materials.

Topics & Concepts

Frustrated Lewis pairSteric effectsChemistryReactivity (psychology)Lewis acids and basesCovalent bondAdductMacromoleculeMoleculePolymerEtherSmall moleculePolymer chemistryCombinatorial chemistryOrganic chemistryCatalysisBiochemistryAlternative medicinePathologyMedicineOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsSynthesis and characterization of novel inorganic/organometallic compounds
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