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Tuning Aqueous Supramolecular Polymerization by an Acid‐Responsive Conformational Switch
Please always quote using this 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.…
Author: | 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 |
Document Type: | Journal article |
Faculties: | Fakultät für Chemie und Pharmazie / Institut für Physikalische und Theoretische Chemie |
Language: | English |
Parent Title (English): | Chemistry – A European Journal |
Year of Completion: | 2020 |
Volume: | 26 |
Issue: | 44 |
First Page: | 10005 |
Last Page: | 10013 |
Source: | Chemistry – A European Journal 2020, 26(44):10005-10013. DOI: 10.1002/chem.202001566 |
DOI: | https://doi.org/10.1002/chem.202001566 |
Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Tag: | acid-sensitive; amphiphilic systems; noncovalent interactions; self-assembly; π-conjugated systems |
Release Date: | 2021/08/19 |
Licence (German): | CC BY: Creative-Commons-Lizenz: Namensnennung 4.0 International |