Stimuli‐responsive enaminitrile molecular switches as tunable AIEgens covering the chromaticity space, operating out‐of‐equilibrium, and acting as vapor sensors
Abstract A family of responsive enaminitrile molecular switches showing tunable turn‐on fluorescence upon switching and aggregation is reported. When activated by the addition of acid/base, isomerization around the C═C bond could be effectuated, resulting in complete and reversible switching to the...
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| Format: | Article |
| Language: | English |
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Wiley
2025-01-01
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| Series: | Aggregate |
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| Online Access: | https://doi.org/10.1002/agt2.659 |
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| author | Yansong Ren Alexander Kravberg Sheng Xie Erik Svensson Grape Zhen Yang A. Ken Inge Mingdi Yan Olof Ramström |
| author_facet | Yansong Ren Alexander Kravberg Sheng Xie Erik Svensson Grape Zhen Yang A. Ken Inge Mingdi Yan Olof Ramström |
| author_sort | Yansong Ren |
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| description | Abstract A family of responsive enaminitrile molecular switches showing tunable turn‐on fluorescence upon switching and aggregation is reported. When activated by the addition of acid/base, isomerization around the C═C bond could be effectuated, resulting in complete and reversible switching to the E‐ or Z‐isomers. Typical aggregation‐induced emission (AIE) could be recorded for one specific state of the different switches. By subtle tailoring of the parent structure, a series of compounds with emissions covering almost the full visible color range were obtained. The switchable AIE features of the enaminitrile structures enabled their demonstration as solid‐state chemosensors to detect acidic and basic vapors, where the emission displayed an “off‐on‐off” effect. Furthermore, switching to the Z‐configuration could be driven out‐of‐equilibrium through transient changes in acidity while giving rise to fluorescence. Single‐crystal X‐ray diffraction measurements suggested a luminescence mechanism based on restriction of intramolecular rotation and an intramolecular charge transfer effect in the AIE luminogens. |
| format | Article |
| id | doaj-art-29e5ea278e204cec8d6b28171a917c15 |
| institution | Kabale University |
| issn | 2692-4560 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Aggregate |
| spelling | doaj-art-29e5ea278e204cec8d6b28171a917c152025-01-21T08:57:07ZengWileyAggregate2692-45602025-01-0161n/an/a10.1002/agt2.659Stimuli‐responsive enaminitrile molecular switches as tunable AIEgens covering the chromaticity space, operating out‐of‐equilibrium, and acting as vapor sensorsYansong Ren0Alexander Kravberg1Sheng Xie2Erik Svensson Grape3Zhen Yang4A. Ken Inge5Mingdi Yan6Olof Ramström7College of Pharmacy China Pharmaceutical University Nanjing P.R. ChinaEricsson AB Stockholm SwedenCollege of Chemistry and Chemical Engineering Hunan University Changsha P.R. ChinaDepartment of Materials and Environmental Chemistry Stockholm University Stockholm SwedenDepartment of Chemistry University of Massachusetts Lowell One University Ave. Lowell Massachusetts USADepartment of Materials and Environmental Chemistry Stockholm University Stockholm SwedenDepartment of Chemistry University of Massachusetts Lowell One University Ave. Lowell Massachusetts USADepartment of Chemistry University of Massachusetts Lowell One University Ave. Lowell Massachusetts USAAbstract A family of responsive enaminitrile molecular switches showing tunable turn‐on fluorescence upon switching and aggregation is reported. When activated by the addition of acid/base, isomerization around the C═C bond could be effectuated, resulting in complete and reversible switching to the E‐ or Z‐isomers. Typical aggregation‐induced emission (AIE) could be recorded for one specific state of the different switches. By subtle tailoring of the parent structure, a series of compounds with emissions covering almost the full visible color range were obtained. The switchable AIE features of the enaminitrile structures enabled their demonstration as solid‐state chemosensors to detect acidic and basic vapors, where the emission displayed an “off‐on‐off” effect. Furthermore, switching to the Z‐configuration could be driven out‐of‐equilibrium through transient changes in acidity while giving rise to fluorescence. Single‐crystal X‐ray diffraction measurements suggested a luminescence mechanism based on restriction of intramolecular rotation and an intramolecular charge transfer effect in the AIE luminogens.https://doi.org/10.1002/agt2.659aggregationEnaminitrilefluorescenceresponsiveswitch |
| spellingShingle | Yansong Ren Alexander Kravberg Sheng Xie Erik Svensson Grape Zhen Yang A. Ken Inge Mingdi Yan Olof Ramström Stimuli‐responsive enaminitrile molecular switches as tunable AIEgens covering the chromaticity space, operating out‐of‐equilibrium, and acting as vapor sensors Aggregate aggregation Enaminitrile fluorescence responsive switch |
| title | Stimuli‐responsive enaminitrile molecular switches as tunable AIEgens covering the chromaticity space, operating out‐of‐equilibrium, and acting as vapor sensors |
| title_full | Stimuli‐responsive enaminitrile molecular switches as tunable AIEgens covering the chromaticity space, operating out‐of‐equilibrium, and acting as vapor sensors |
| title_fullStr | Stimuli‐responsive enaminitrile molecular switches as tunable AIEgens covering the chromaticity space, operating out‐of‐equilibrium, and acting as vapor sensors |
| title_full_unstemmed | Stimuli‐responsive enaminitrile molecular switches as tunable AIEgens covering the chromaticity space, operating out‐of‐equilibrium, and acting as vapor sensors |
| title_short | Stimuli‐responsive enaminitrile molecular switches as tunable AIEgens covering the chromaticity space, operating out‐of‐equilibrium, and acting as vapor sensors |
| title_sort | stimuli responsive enaminitrile molecular switches as tunable aiegens covering the chromaticity space operating out of equilibrium and acting as vapor sensors |
| topic | aggregation Enaminitrile fluorescence responsive switch |
| url | https://doi.org/10.1002/agt2.659 |
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