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Tuning Aqueous Supramolecular Polymerization by an Acid‐Responsive Conformational Switch
Zitieren Sie bitte immer diese URN: urn:nbn:de:bvb:20-opus-218118
- Besides their widespread use in coordination chemistry, 2,2’‐bipyridines are known for their ability to undergo cis–trans conformational changes in response to metal ions and acids, which has been primarily investigated at the molecular level. However, the exploitation of such conformational switching in self‐assembly has remained unexplored. In this work, the use of 2,2’‐bipyridines as acid‐responsive conformational switches to tune supramolecular polymerization processes has been demonstrated. To achieve this goal, we have designed aBesides their widespread use in coordination chemistry, 2,2’‐bipyridines are known for their ability to undergo cis–trans conformational changes in response to metal ions and acids, which has been primarily investigated at the molecular level. However, the exploitation of such conformational switching in self‐assembly has remained unexplored. In this work, the use of 2,2’‐bipyridines as acid‐responsive conformational switches to tune supramolecular polymerization processes has been demonstrated. To achieve this goal, we have designed a bipyridine‐based linear bolaamphiphile, 1, that forms ordered supramolecular polymers in aqueous media through cooperative aromatic and hydrophobic interactions. Interestingly, addition of acid (TFA) induces the monoprotonation of the 2,2’‐bipyridine moiety, leading to a switch in the molecular conformation from a linear (trans) to a V‐shaped (cis) state. This increase in molecular distortion along with electrostatic repulsions of the positively charged bipyridine‐H\(^{+}\) units attenuate the aggregation tendency and induce a transformation from long fibers to shorter thinner fibers. Our findings may contribute to opening up new directions in molecular switches and stimuli‐responsive supramolecular materials.…
Autor(en): | Christina Rest, Divya Susan Philips, Torsten Dünnebacke, Papri Sutar, Angel Sampedro, Jörn Droste, Vladimir Stepanenko, Michael Ryan Hansen, Rodrigo Q. Albuquerque, Gustavo Fernández |
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URN: | urn:nbn:de:bvb:20-opus-218118 |
Dokumentart: | Artikel / Aufsatz in einer Zeitschrift |
Institute der Universität: | Fakultät für Chemie und Pharmazie / Institut für Physikalische und Theoretische Chemie |
Sprache der Veröffentlichung: | Englisch |
Titel des übergeordneten Werkes / der Zeitschrift (Englisch): | Chemistry – A European Journal |
Erscheinungsjahr: | 2020 |
Band / Jahrgang: | 26 |
Heft / Ausgabe: | 44 |
Erste Seite: | 10005 |
Letzte Seite: | 10013 |
Originalveröffentlichung / Quelle: | Chemistry – A European Journal 2020, 26(44):10005-10013. DOI: 10.1002/chem.202001566 |
DOI: | https://doi.org/10.1002/chem.202001566 |
Allgemeine fachliche Zuordnung (DDC-Klassifikation): | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Freie Schlagwort(e): | acid-sensitive; amphiphilic systems; noncovalent interactions; self-assembly; π-conjugated systems |
Datum der Freischaltung: | 19.08.2021 |
Lizenz (Deutsch): | CC BY: Creative-Commons-Lizenz: Namensnennung 4.0 International |