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End-Group-Dependent Host-Guest Complexation of Poly(2-ethyl-2-oxazoline) with β-Cyclodextrin
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DOI：10.1002/macp.202500369.png)
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Abstract
En 中文
Poly(2-ethyl-2-oxazoline) (PEtOx) represents a versatile platform for developing supramolecular polymer systems. In this study, propargyl-terminated PEtOx was synthesized via cationic ring-opening polymerization and subsequently functionalized at the gamma-chain end with either adamantane or phenyl groups using thiol-yne click chemistry. Monoazide-functionalized beta-cyclodextrin (beta-CD-N-3) was then covalently conjugated to these polymers through Cu(I)-catalyzed azide-alkyne cycloaddition. Comprehensive characterization by 1H NMR, NOESY NMR, FTIR, GPC, and MALDI-TOF MS confirmed successful synthesis and precise end-group modifications. Notably, 2D NOESY NMR spectroscopy provided direct evidence of supramolecular host-guest interactions between the adamantane moiety and the beta-CD cavity in the P1/CD conjugate, while no significant inclusion complexation was observed for the phenyl-terminated counterpart (P2/CD), highlighting the critical influence of end-group identity on supramolecular complexation behavior in PEtOx-based systems. Overall, this work introduces a versatile strategy for designing supramolecular polymer architectures through end-group engineering and cyclodextrin conjugation, offering new perspectives for advanced functional materials with tunable self-assembly properties.
Keywords:
click chemistry
host-guest interactions
inclusion complexation
NOESY NMR
poly(2-ethyl-2-oxazoline), )
supramolecular chemistry
beta-cyclodextrin
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2.7
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205
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