One-Pot Synthesis of Stable Poly([c2]Daisy–chain Rotaxane) with Pseudo-Stopper via Metathesis Reaction and Thiol-Ene Reaction
Rotaxanes, known as supramolecular compounds, are expected to find applications in functional materials due to their high degree of freedom. However, their synthesis requires multistep reactions, and there is a demand for more convenient methods to synthesize rotaxane materials. In this study, we ai...
Ausführliche Beschreibung
Autor*in: |
Risako Kamoto [verfasserIn] Kenjiro Onimura [verfasserIn] Kazuhiro Yamabuki [verfasserIn] |
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Format: |
E-Artikel |
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Sprache: |
Englisch |
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2023 |
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Übergeordnetes Werk: |
In: Reactions - MDPI AG, 2020, 4(2023), 27, Seite 448-464 |
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Übergeordnetes Werk: |
volume:4 ; year:2023 ; number:27 ; pages:448-464 |
Links: |
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DOI / URN: |
10.3390/reactions4030027 |
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Katalog-ID: |
DOAJ093295812 |
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10.3390/reactions4030027 doi (DE-627)DOAJ093295812 (DE-599)DOAJ21ca261c87be490abf0de4ee544a00cc DE-627 ger DE-627 rakwb eng QD1-999 Risako Kamoto verfasserin aut One-Pot Synthesis of Stable Poly([c2]Daisy–chain Rotaxane) with Pseudo-Stopper via Metathesis Reaction and Thiol-Ene Reaction 2023 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Rotaxanes, known as supramolecular compounds, are expected to find applications in functional materials due to their high degree of freedom. However, their synthesis requires multistep reactions, and there is a demand for more convenient methods to synthesize rotaxane materials. In this study, we aimed to investigate a simpler method for synthesizing highly functional rotaxane materials and explore the diversity of molecular designs. To achieve this, we successfully synthesized a host–guest conjugated compound that incorporates both crown ether as the host unit and secondary ammonium salts as the guest unit within the same molecule. Subsequently, the metathesis reaction of these compounds, which construct [c2]daisy-chain rotaxanes, enabled the one-pot synthesis of a topological polymer called “poly([c2]daisy-chain rotaxane)” with a pseudo-stopper. This methodology achieves the stabilization and polymerization of rotaxanes simultaneously, contributing to the easy materialization of rotaxanes. Furthermore, the thiol-ene reaction achieved the extension of the distance between rotaxane units and provided a useful approach to diversify the design of functional materials with rotaxane structures. [c2]daisy-chain rotaxane metathesis reaction thiol-ene reaction Chemistry Kenjiro Onimura verfasserin aut Kazuhiro Yamabuki verfasserin aut In Reactions MDPI AG, 2020 4(2023), 27, Seite 448-464 (DE-627)169822415X 2624781X nnns volume:4 year:2023 number:27 pages:448-464 https://doi.org/10.3390/reactions4030027 kostenfrei https://doaj.org/article/21ca261c87be490abf0de4ee544a00cc kostenfrei https://www.mdpi.com/2624-781X/4/3/27 kostenfrei https://doaj.org/toc/2624-781X Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 4 2023 27 448-464 |
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10.3390/reactions4030027 doi (DE-627)DOAJ093295812 (DE-599)DOAJ21ca261c87be490abf0de4ee544a00cc DE-627 ger DE-627 rakwb eng QD1-999 Risako Kamoto verfasserin aut One-Pot Synthesis of Stable Poly([c2]Daisy–chain Rotaxane) with Pseudo-Stopper via Metathesis Reaction and Thiol-Ene Reaction 2023 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Rotaxanes, known as supramolecular compounds, are expected to find applications in functional materials due to their high degree of freedom. However, their synthesis requires multistep reactions, and there is a demand for more convenient methods to synthesize rotaxane materials. In this study, we aimed to investigate a simpler method for synthesizing highly functional rotaxane materials and explore the diversity of molecular designs. To achieve this, we successfully synthesized a host–guest conjugated compound that incorporates both crown ether as the host unit and secondary ammonium salts as the guest unit within the same molecule. Subsequently, the metathesis reaction of these compounds, which construct [c2]daisy-chain rotaxanes, enabled the one-pot synthesis of a topological polymer called “poly([c2]daisy-chain rotaxane)” with a pseudo-stopper. This methodology achieves the stabilization and polymerization of rotaxanes simultaneously, contributing to the easy materialization of rotaxanes. Furthermore, the thiol-ene reaction achieved the extension of the distance between rotaxane units and provided a useful approach to diversify the design of functional materials with rotaxane structures. [c2]daisy-chain rotaxane metathesis reaction thiol-ene reaction Chemistry Kenjiro Onimura verfasserin aut Kazuhiro Yamabuki verfasserin aut In Reactions MDPI AG, 2020 4(2023), 27, Seite 448-464 (DE-627)169822415X 2624781X nnns volume:4 year:2023 number:27 pages:448-464 https://doi.org/10.3390/reactions4030027 kostenfrei https://doaj.org/article/21ca261c87be490abf0de4ee544a00cc kostenfrei https://www.mdpi.com/2624-781X/4/3/27 kostenfrei https://doaj.org/toc/2624-781X Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 4 2023 27 448-464 |
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10.3390/reactions4030027 doi (DE-627)DOAJ093295812 (DE-599)DOAJ21ca261c87be490abf0de4ee544a00cc DE-627 ger DE-627 rakwb eng QD1-999 Risako Kamoto verfasserin aut One-Pot Synthesis of Stable Poly([c2]Daisy–chain Rotaxane) with Pseudo-Stopper via Metathesis Reaction and Thiol-Ene Reaction 2023 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Rotaxanes, known as supramolecular compounds, are expected to find applications in functional materials due to their high degree of freedom. However, their synthesis requires multistep reactions, and there is a demand for more convenient methods to synthesize rotaxane materials. In this study, we aimed to investigate a simpler method for synthesizing highly functional rotaxane materials and explore the diversity of molecular designs. To achieve this, we successfully synthesized a host–guest conjugated compound that incorporates both crown ether as the host unit and secondary ammonium salts as the guest unit within the same molecule. Subsequently, the metathesis reaction of these compounds, which construct [c2]daisy-chain rotaxanes, enabled the one-pot synthesis of a topological polymer called “poly([c2]daisy-chain rotaxane)” with a pseudo-stopper. This methodology achieves the stabilization and polymerization of rotaxanes simultaneously, contributing to the easy materialization of rotaxanes. Furthermore, the thiol-ene reaction achieved the extension of the distance between rotaxane units and provided a useful approach to diversify the design of functional materials with rotaxane structures. [c2]daisy-chain rotaxane metathesis reaction thiol-ene reaction Chemistry Kenjiro Onimura verfasserin aut Kazuhiro Yamabuki verfasserin aut In Reactions MDPI AG, 2020 4(2023), 27, Seite 448-464 (DE-627)169822415X 2624781X nnns volume:4 year:2023 number:27 pages:448-464 https://doi.org/10.3390/reactions4030027 kostenfrei https://doaj.org/article/21ca261c87be490abf0de4ee544a00cc kostenfrei https://www.mdpi.com/2624-781X/4/3/27 kostenfrei https://doaj.org/toc/2624-781X Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 4 2023 27 448-464 |
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10.3390/reactions4030027 doi (DE-627)DOAJ093295812 (DE-599)DOAJ21ca261c87be490abf0de4ee544a00cc DE-627 ger DE-627 rakwb eng QD1-999 Risako Kamoto verfasserin aut One-Pot Synthesis of Stable Poly([c2]Daisy–chain Rotaxane) with Pseudo-Stopper via Metathesis Reaction and Thiol-Ene Reaction 2023 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Rotaxanes, known as supramolecular compounds, are expected to find applications in functional materials due to their high degree of freedom. However, their synthesis requires multistep reactions, and there is a demand for more convenient methods to synthesize rotaxane materials. In this study, we aimed to investigate a simpler method for synthesizing highly functional rotaxane materials and explore the diversity of molecular designs. To achieve this, we successfully synthesized a host–guest conjugated compound that incorporates both crown ether as the host unit and secondary ammonium salts as the guest unit within the same molecule. Subsequently, the metathesis reaction of these compounds, which construct [c2]daisy-chain rotaxanes, enabled the one-pot synthesis of a topological polymer called “poly([c2]daisy-chain rotaxane)” with a pseudo-stopper. This methodology achieves the stabilization and polymerization of rotaxanes simultaneously, contributing to the easy materialization of rotaxanes. Furthermore, the thiol-ene reaction achieved the extension of the distance between rotaxane units and provided a useful approach to diversify the design of functional materials with rotaxane structures. [c2]daisy-chain rotaxane metathesis reaction thiol-ene reaction Chemistry Kenjiro Onimura verfasserin aut Kazuhiro Yamabuki verfasserin aut In Reactions MDPI AG, 2020 4(2023), 27, Seite 448-464 (DE-627)169822415X 2624781X nnns volume:4 year:2023 number:27 pages:448-464 https://doi.org/10.3390/reactions4030027 kostenfrei https://doaj.org/article/21ca261c87be490abf0de4ee544a00cc kostenfrei https://www.mdpi.com/2624-781X/4/3/27 kostenfrei https://doaj.org/toc/2624-781X Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 4 2023 27 448-464 |
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10.3390/reactions4030027 doi (DE-627)DOAJ093295812 (DE-599)DOAJ21ca261c87be490abf0de4ee544a00cc DE-627 ger DE-627 rakwb eng QD1-999 Risako Kamoto verfasserin aut One-Pot Synthesis of Stable Poly([c2]Daisy–chain Rotaxane) with Pseudo-Stopper via Metathesis Reaction and Thiol-Ene Reaction 2023 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Rotaxanes, known as supramolecular compounds, are expected to find applications in functional materials due to their high degree of freedom. However, their synthesis requires multistep reactions, and there is a demand for more convenient methods to synthesize rotaxane materials. In this study, we aimed to investigate a simpler method for synthesizing highly functional rotaxane materials and explore the diversity of molecular designs. To achieve this, we successfully synthesized a host–guest conjugated compound that incorporates both crown ether as the host unit and secondary ammonium salts as the guest unit within the same molecule. Subsequently, the metathesis reaction of these compounds, which construct [c2]daisy-chain rotaxanes, enabled the one-pot synthesis of a topological polymer called “poly([c2]daisy-chain rotaxane)” with a pseudo-stopper. This methodology achieves the stabilization and polymerization of rotaxanes simultaneously, contributing to the easy materialization of rotaxanes. Furthermore, the thiol-ene reaction achieved the extension of the distance between rotaxane units and provided a useful approach to diversify the design of functional materials with rotaxane structures. [c2]daisy-chain rotaxane metathesis reaction thiol-ene reaction Chemistry Kenjiro Onimura verfasserin aut Kazuhiro Yamabuki verfasserin aut In Reactions MDPI AG, 2020 4(2023), 27, Seite 448-464 (DE-627)169822415X 2624781X nnns volume:4 year:2023 number:27 pages:448-464 https://doi.org/10.3390/reactions4030027 kostenfrei https://doaj.org/article/21ca261c87be490abf0de4ee544a00cc kostenfrei https://www.mdpi.com/2624-781X/4/3/27 kostenfrei https://doaj.org/toc/2624-781X Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 4 2023 27 448-464 |
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One-Pot Synthesis of Stable Poly([c2]Daisy–chain Rotaxane) with Pseudo-Stopper via Metathesis Reaction and Thiol-Ene Reaction |
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Rotaxanes, known as supramolecular compounds, are expected to find applications in functional materials due to their high degree of freedom. However, their synthesis requires multistep reactions, and there is a demand for more convenient methods to synthesize rotaxane materials. In this study, we aimed to investigate a simpler method for synthesizing highly functional rotaxane materials and explore the diversity of molecular designs. To achieve this, we successfully synthesized a host–guest conjugated compound that incorporates both crown ether as the host unit and secondary ammonium salts as the guest unit within the same molecule. Subsequently, the metathesis reaction of these compounds, which construct [c2]daisy-chain rotaxanes, enabled the one-pot synthesis of a topological polymer called “poly([c2]daisy-chain rotaxane)” with a pseudo-stopper. This methodology achieves the stabilization and polymerization of rotaxanes simultaneously, contributing to the easy materialization of rotaxanes. Furthermore, the thiol-ene reaction achieved the extension of the distance between rotaxane units and provided a useful approach to diversify the design of functional materials with rotaxane structures. |
abstractGer |
Rotaxanes, known as supramolecular compounds, are expected to find applications in functional materials due to their high degree of freedom. However, their synthesis requires multistep reactions, and there is a demand for more convenient methods to synthesize rotaxane materials. In this study, we aimed to investigate a simpler method for synthesizing highly functional rotaxane materials and explore the diversity of molecular designs. To achieve this, we successfully synthesized a host–guest conjugated compound that incorporates both crown ether as the host unit and secondary ammonium salts as the guest unit within the same molecule. Subsequently, the metathesis reaction of these compounds, which construct [c2]daisy-chain rotaxanes, enabled the one-pot synthesis of a topological polymer called “poly([c2]daisy-chain rotaxane)” with a pseudo-stopper. This methodology achieves the stabilization and polymerization of rotaxanes simultaneously, contributing to the easy materialization of rotaxanes. Furthermore, the thiol-ene reaction achieved the extension of the distance between rotaxane units and provided a useful approach to diversify the design of functional materials with rotaxane structures. |
abstract_unstemmed |
Rotaxanes, known as supramolecular compounds, are expected to find applications in functional materials due to their high degree of freedom. However, their synthesis requires multistep reactions, and there is a demand for more convenient methods to synthesize rotaxane materials. In this study, we aimed to investigate a simpler method for synthesizing highly functional rotaxane materials and explore the diversity of molecular designs. To achieve this, we successfully synthesized a host–guest conjugated compound that incorporates both crown ether as the host unit and secondary ammonium salts as the guest unit within the same molecule. Subsequently, the metathesis reaction of these compounds, which construct [c2]daisy-chain rotaxanes, enabled the one-pot synthesis of a topological polymer called “poly([c2]daisy-chain rotaxane)” with a pseudo-stopper. This methodology achieves the stabilization and polymerization of rotaxanes simultaneously, contributing to the easy materialization of rotaxanes. Furthermore, the thiol-ene reaction achieved the extension of the distance between rotaxane units and provided a useful approach to diversify the design of functional materials with rotaxane structures. |
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