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Temperature-Responsive Supramolecular Chiral Switch Achieved by Macrocyclic Confinement

Year: 2026
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide A series of tunable morphological nanoaggregates are constructed by hydroxypropyl-β/γ-cyclodextrin (HPβ/γCD) and cucurbit[8]uril (CB[8]), respectively, encapsulating phenylalanine dipeptide-modified pyrene (PFF) based on host–guest complexation, which not only exhibits a topological transformation from helical nanofibers of PFF to supramolecular nanoparticles, nanotubes, and nanosheets but also induces chiral transmission from phenylalanine dipeptide to pyrene moiety achieving temperature-controlled supramolecular chiral switches. Unlike the encapsulation of HPβCD to PFF at a 1:1 stoichiometric ratio, HPγCD with larger cavity can encapsulate two PFFs, achieving enhanced fluorescence behavior with quantum yield increasing from 1.66% to 32.14% and circular dichroism (CD) with a negative Cotton effect peak at 440 nm with an asymmetric factor ( g abs ) of −1.44 × 10 –4 . Compared with HPβ/γCD, CB[8] gives a stronger binding affinity of up to 5.99 × 10 5 M –1 and a significant positive CD peak at 450 nm. Molecular dynamics and density functional theory calculations reveal that HPγCD and CB[8] could effectively disrupt the symmetric aggregates and restrict the conformations of PFF to realize the efficient chiroptical transmission. Moreover, PFF-HPγCD and PFF-CB[8] supramolecular chiral switches exhibit reversible thermal responsiveness (20–75 °C) and positive circularly polarized luminescence, which are successfully applied to chiral logic gate and polarization-dependent encryption.
Source: JACS Au
Language: English
Field: Chemistry
Open Access status: gold
Estimated APC paid: $3,500
OpenAlex ID: W7123345188
FWCI: 1.871
Cites: 45
Cited by: 1
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