Dual-Stimulus Chiroptical Switch of Tetrastable [3]Rotaxanes

A pair of dual-stimulus-induced movable enantiomeric chiral tetrastable [3]rotaxanes are readily constructed via a threading-stoppering-methylating strategy, displaying tunable photochromic properties ascribed to acid-base-driven reversible mechanical motions that govern the controlled confinement and release of the two macrocycles on the dithienylethene (DTE) moiety. Interestingly, when two chiral rings approach the photoactive site, the inherently achiral DTE segment can be induced to acquire chirality through the conformational confinement of macrocycles. Crucially, the induced chirality can be effectively modulated by acid-base and distinct light through the dynamic interplay between reversible photoisomerization and confinement/release processes.

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Publication Details

Journal
Organic Letters
Published
2026-06-09
DOI
https://doi.org/10.1021/acs.orglett.6c02026
Primary Topic
Supramolecular Chemistry and Complexes
Type
article
Field-Weighted Citation Impact
0.00

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article

Dual-Stimulus Chiroptical Switch of Tetrastable [3]Rotaxanes

Song Jiang, Yubing Gong, Zhanqi Cao, Ziyong Li et al.
Organic Letters
Supramolecular Chemistry and Complexes
article

Dual-Stimulus Chiroptical Switch of Tetrastable [3]Rotaxanes

Song Jiang, Yubing Gong, Zhanqi Cao, Ziyong Li, Guoxing Liu, Xinhui Fan, Yuli Dang, Zhicheng Guan, Xiufang Xu, Dongdong Sun
article en

Abstract

A pair of dual-stimulus-induced movable enantiomeric chiral tetrastable [3]rotaxanes are readily constructed via a threading-stoppering-methylating strategy, displaying tunable photochromic properties ascribed to acid-base-driven reversible mechanical motions that govern the controlled confinement and release of the two macrocycles on the dithienylethene (DTE) moiety. Interestingly, when two chiral rings approach the photoactive site, the inherently achiral DTE segment can be induced to acquire chirality through the conformational confinement of macrocycles. Crucially, the induced chirality can be effectively modulated by acid-base and distinct light through the dynamic interplay between reversible photoisomerization and confinement/release processes.

Organic Letters
Nankai University (CN), Luoyang Normal University (CN), Food and Drug Administration (TH), Henan Agricultural University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Henan Province, Henan Provincial Science and Technology Research Project
Openalex Percentile: Top 12%
Supramolecular Chemistry and Complexes
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