Reversible Nucleophilic Ring-Opening of Tetraoxapentacene Derivatives: Accessing New Materials for Thermally Activated Delayed Fluorescence.
| Autor: | Hiscock LK; Department of Chemistry and Biochemistry, Wilfrid Laurier University, Waterloo, Ontario N2L 3C5, Canada., Gogoulis AT; Department of Chemistry, The University of British Columbia, Vancouver, British Columbia V6T 1Z1, Canada., Diamantopoulos M; Department of Chemistry and Biochemistry, Wilfrid Laurier University, Waterloo, Ontario N2L 3C5, Canada., Patel VS; Department of Chemistry and Biochemistry, Wilfrid Laurier University, Waterloo, Ontario N2L 3C5, Canada., Dawe LN; Department of Chemistry and Biochemistry, Wilfrid Laurier University, Waterloo, Ontario N2L 3C5, Canada., Hudson ZM; Department of Chemistry, The University of British Columbia, Vancouver, British Columbia V6T 1Z1, Canada., Maly KE; Department of Chemistry and Biochemistry, Wilfrid Laurier University, Waterloo, Ontario N2L 3C5, Canada. |
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| Jazyk: | angličtina |
| Zdroj: | The Journal of organic chemistry [J Org Chem] 2024 Nov 01; Vol. 89 (21), pp. 15598-15606. Date of Electronic Publication: 2024 Oct 23. |
| DOI: | 10.1021/acs.joc.4c01687 |
| Abstrakt: | We report the unexpected nucleophilic ring-opening reaction of electron deficient dioxins in the presence of carbazole under basic conditions. This nucleophilic ring-opening reaction is reversible under basic conditions in the absence of nucleophiles. Further, we demonstrate that this unexpected reactivity can be used to prepare novel donor-acceptor compounds that are emissive in solution and as thin films and exhibit thermally activated delayed fluorescence (TADF). |
| Databáze: | MEDLINE |
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