A Bis‐Perylene Diimide Macrocycle Chiroptical Switch
Abstract: Helical assemblies of organic dyes are ubiquitous chiral organic materials, with valuable properties including chiroptical switching due to the dynamic nature of supramolecular chirality. Herein, we report a novel chiral bis‐perylene diimide macrocycle, which acts as a discrete molecular model for a chiral supramolecular assembly. Point chirality is installed through amino acid‐derived imide groups which, upon macrocyclization, is translated into helical chirality in the perylene diimide dimer. In solution, the macrocycle's chiroptical properties are switchable, with both the sign (+/−) and amplitude (on/off) of the signal tuned using solvent and molecular recognition stimuli respectively. The chiral structure–property relationships identified from this macrocycle are important for the design of high fidelity supramolecular chiroptical switches.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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A Bis‐Perylene Diimide Macrocycle Chiroptical Switch ; day:10 ; month:02 ; year:2025 ; extent:11
Angewandte Chemie ; (10.02.2025) (gesamt 11)
- Creator
- DOI
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10.1002/ange.202501122
- URN
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urn:nbn:de:101:1-2502111319184.885325716090
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:22 AM CEST
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Hartmann, Denis
- Penty, Samuel E.
- Zwijnenburg, Martijn A.
- Pal, Robert
- Barendt, Timothy A.
Other Objects (12)
A Bis‐Perylene Diimide Macrocycle Chiroptical Switch
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Programmable supramolecular chirality in non-equilibrium systems affording a multistate chiroptical switch
Up‐ and Down‐Shifting Nanomaterials with Chiroptical Responses: Origin of their Chiroptical Activity and Applications
Small Macrocycle Rotaxanes in High Yields
Chiroptical Switching of Electrochromic Polymer Thin Films
Modern supramolecular chemistry : strategies for macrocycle synthesis
Multimodal switching of a redox-active macrocycle
The macrocycle inhibitor landscape of SLC‐transporter
Two macrocycle-based sensors for anions sensing
A Bis‐Perylene Diimide Macrocycle Chiroptical Switch
Homochiral Self‐Sorting During Macrocycle Formation and their Chiroptical Properties
Perylene bisimide atropisomers : synthesis and optical and chiroptical properties
Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium
Programmable supramolecular chirality in non-equilibrium systems affording a multistate chiroptical switch
Up‐ and Down‐Shifting Nanomaterials with Chiroptical Responses: Origin of their Chiroptical Activity and Applications
Small Macrocycle Rotaxanes in High Yields
Chiroptical Switching of Electrochromic Polymer Thin Films
Modern supramolecular chemistry : strategies for macrocycle synthesis
Multimodal switching of a redox-active macrocycle
The macrocycle inhibitor landscape of SLC‐transporter
Two macrocycle-based sensors for anions sensing
A Bis‐Perylene Diimide Macrocycle Chiroptical Switch
Homochiral Self‐Sorting During Macrocycle Formation and their Chiroptical Properties
Perylene bisimide atropisomers : synthesis and optical and chiroptical properties
Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium
Programmable supramolecular chirality in non-equilibrium systems affording a multistate chiroptical switch
Up‐ and Down‐Shifting Nanomaterials with Chiroptical Responses: Origin of their Chiroptical Activity and Applications
Small Macrocycle Rotaxanes in High Yields
Chiroptical Switching of Electrochromic Polymer Thin Films
Modern supramolecular chemistry : strategies for macrocycle synthesis
Multimodal switching of a redox-active macrocycle
The macrocycle inhibitor landscape of SLC‐transporter