dc.contributor.author | Bäck, Marcus | |
dc.contributor.author | Selegård, Robert | |
dc.contributor.author | Todarwal, Yogesh | |
dc.contributor.author | Nyström, Sofie | |
dc.contributor.author | Norman, Patrick | |
dc.contributor.author | Linares, Mathieu | |
dc.contributor.author | Hammarström, Per | |
dc.contributor.author | Lindgren, Mikael | |
dc.contributor.author | Nilsson, K. Peter R. | |
dc.date.accessioned | 2022-05-04T08:51:16Z | |
dc.date.available | 2022-05-04T08:51:16Z | |
dc.date.created | 2020-11-04T20:28:38Z | |
dc.date.issued | 2020 | |
dc.identifier.citation | ChemistryOpen. 2020, 9 (11), 1100-1108. | en_US |
dc.identifier.issn | 2191-1363 | |
dc.identifier.uri | https://hdl.handle.net/11250/2994071 | |
dc.description.abstract | Control over the photophysical properties and molecular organization of π-conjugated oligothiophenes is essential to their use in organic electronics. Herein we synthesized and characterized a variety of anionic pentameric oligothiophenes with different substitution patterns of L- or D-tyrosine at distinct positions along the thiophene backbone. Spectroscopic, microscopic, and theoretical studies of L- or D-tyrosine substituted pentameric oligothiophene conjugates revealed the formation of optically active π-stacked self-assembled aggregates under acid conditions. The distinct photophysical characteristics, as well as the supramolecular structures of the assemblies, were highly influenced by the positioning of the L- or D-tyrosine moieties along the thiophene backbone. Overall, the obtained results clearly demonstrate how fundamental changes in the position of the enantiomeric side-chain functionalities greatly affect the optical properties as well as the architecture of the self-assembled supramolecular structures. | en_US |
dc.language.iso | eng | en_US |
dc.publisher | Wiley | en_US |
dc.rights | Navngivelse-Ikkekommersiell 4.0 Internasjonal | * |
dc.rights.uri | http://creativecommons.org/licenses/by-nc/4.0/deed.no | * |
dc.title | Tyrosine Side-Chain Functionalities at Distinct Positions Determine the Chirooptical Properties and Supramolecular Structures of Pentameric Oligothiophenes | en_US |
dc.title.alternative | Tyrosine Side-Chain Functionalities at Distinct Positions Determine the Chirooptical Properties and Supramolecular Structures of Pentameric Oligothiophenes | en_US |
dc.type | Peer reviewed | en_US |
dc.type | Journal article | en_US |
dc.description.version | publishedVersion | en_US |
dc.source.pagenumber | 1100-1108 | en_US |
dc.source.volume | 9 | en_US |
dc.source.journal | ChemistryOpen | en_US |
dc.source.issue | 11 | en_US |
dc.identifier.doi | 10.1002/open.202000144 | |
dc.identifier.cristin | 1845058 | |
cristin.ispublished | true | |
cristin.fulltext | original | |
cristin.qualitycode | 1 | |