Luminescent Mono-, Di-, and Tri-radicals: Bridging Polychlorinated Triarylmethyl Radicals by Triarylamines and Triarylboranes
Zitieren Sie bitte immer diese URN: urn:nbn:de:bvb:20-opus-208162
- Up to three polychlorinated pyridyldiphenylmethyl radicals bridged by a triphenylamine carrying electron withdrawing (CN), neutral (Me), or donating (OMe) groups were synthesized and analogous radicals bridged by tris(2,6‐dimethylphenyl)borane were prepared for comparison. All compounds were as stable as common closed‐shell organic compounds and showed significant fluorescence upon excitation. Electronic, magnetic, absorption, and emission properties were examined in detail, and experimental results were interpreted using DFT calculations.Up to three polychlorinated pyridyldiphenylmethyl radicals bridged by a triphenylamine carrying electron withdrawing (CN), neutral (Me), or donating (OMe) groups were synthesized and analogous radicals bridged by tris(2,6‐dimethylphenyl)borane were prepared for comparison. All compounds were as stable as common closed‐shell organic compounds and showed significant fluorescence upon excitation. Electronic, magnetic, absorption, and emission properties were examined in detail, and experimental results were interpreted using DFT calculations. Oxidation potentials, absorption and emission energies could be tuned depending on the electron density of the bridges. The triphenylamine bridges mediated intramolecular weak antiferromagnetic interactions between the radical spins, and the energy difference between the high spin and low spin states was determined by temperature dependent ESR spectroscopy and DFT calculations. The fluorescent properties of all radicals were examined in detail and revealed no difference for high and low spin states which facilitates application of these dyes in two‐photon absorption spectroscopy and OLED devices.…
Autor(en): | Yohei Hattori, Evripidis Michail, Alexander Schmiedel, Michael Moos, Marco Holzapfel, Ivo Krummenacher, Holger BraunschweigORCiD, Ulrich Müller, Jens Pflaum, Christoph Lambert |
---|---|
URN: | urn:nbn:de:bvb:20-opus-208162 |
Dokumentart: | Artikel / Aufsatz in einer Zeitschrift |
Institute der Universität: | Fakultät für Physik und Astronomie / Physikalisches Institut |
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: | 2019 |
Band / Jahrgang: | 25 |
Heft / Ausgabe: | 68 |
Seitenangabe: | 15463-15471 |
Originalveröffentlichung / Quelle: | Chemistry - A European Journal (2019) 25(68):15463-15471. DOI: 10.1002/chem.201903007 |
DOI: | https://doi.org/10.1002/chem.201903007 |
Allgemeine fachliche Zuordnung (DDC-Klassifikation): | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Freie Schlagwort(e): | NIR OLED; density functional calculations; fluorescence; radical; two-photon absorption |
Datum der Freischaltung: | 22.10.2020 |
Lizenz (Deutsch): | CC BY-NC: Creative-Commons-Lizenz: Namensnennung, Nicht kommerziell 4.0 International |