Synthesis, Photophysical and Electronic Properties of New Red-to-NIR Emitting Donor-Acceptor Pyrene Derivatives
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- We synthesized new pyrene derivatives with strong bis(para ‐methoxyphenyl)amine donors at the 2,7‐positions and n ‐azaacene acceptors at the K‐region of pyrene. The compounds possess a strong intramolecular charge transfer, leading to unusual properties such as emission in the red to NIR region (700 nm), which has not been reported before for monomeric pyrenes. Detailed photophysical studies reveal very long intrinsic lifetimes of >100 ns for the new compounds, which is typical for 2,7‐substituted pyrenes but not for K‐region substitutedWe synthesized new pyrene derivatives with strong bis(para ‐methoxyphenyl)amine donors at the 2,7‐positions and n ‐azaacene acceptors at the K‐region of pyrene. The compounds possess a strong intramolecular charge transfer, leading to unusual properties such as emission in the red to NIR region (700 nm), which has not been reported before for monomeric pyrenes. Detailed photophysical studies reveal very long intrinsic lifetimes of >100 ns for the new compounds, which is typical for 2,7‐substituted pyrenes but not for K‐region substituted pyrenes. The incorporation of strong donors and acceptors leads to very low reduction and oxidation potentials, and spectroelectrochemical studies show that the compounds are on the borderline between localized Robin‐Day class‐II and delocalized Robin‐Day class‐III species.…
Autor(en): | Julia Merz, Maximilian Dietz, Yvonne Vonhausen, Frederik Wöber, Alexandra Friedrich, Daniel Sieh, Ivo Krummenacher, Holger BraunschweigORCiD, Michael Moos, Marco Holzapfel, Christoph Lambert, Todd B. Marder |
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URN: | urn:nbn:de:bvb:20-opus-207486 |
Dokumentart: | Artikel / Aufsatz in einer Zeitschrift |
Institute der Universität: | Fakultät für Chemie und Pharmazie / Institut für Anorganische Chemie |
Fakultät für Chemie und Pharmazie / Institut für Organische Chemie | |
Sprache der Veröffentlichung: | Englisch |
Titel des übergeordneten Werkes / der Zeitschrift (Englisch): | Chemistry - A European Journal |
Erscheinungsjahr: | 2020 |
Band / Jahrgang: | 26 |
Heft / Ausgabe: | 2 |
Seitenangabe: | 438-453 |
Originalveröffentlichung / Quelle: | Chemistry - A European Journal (2020) 26(2):438-453. DOI: 10.1002/chem.201904219 |
DOI: | https://doi.org/10.1002/chem.201904219 |
Allgemeine fachliche Zuordnung (DDC-Klassifikation): | 5 Naturwissenschaften und Mathematik / 54 Chemie / 546 Anorganische Chemie |
Freie Schlagwort(e): | K-region; luminescence; orylation; polycyclic aromatic hydrocarbons; redox |
Datum der Freischaltung: | 21.10.2020 |
Lizenz (Deutsch): | CC BY: Creative-Commons-Lizenz: Namensnennung 4.0 International |