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Dearomatizing [4+1] Spiroannulation of Naphthols: Discovery of Thermally Activated Delayed Fluorescent Materials.
- Source :
-
Angewandte Chemie International Edition . 2/15/2021, Vol. 60 Issue 7, p3493-3497. 5p. - Publication Year :
- 2021
-
Abstract
- Disclosed here is a palladium‐catalyzed direct [4+1] spiroannulation of ortho‐C−H bonds of naphthols with cyclic diaryliodonium salts to construct spirofluorenyl naphthalenones (SFNP) under mild reaction conditions. This spiroannulation directly transforms the hydroxy group into a carbonyl group, and also tolerates reactive functional groups such as the halo groups, which provide an opportunity to rapidly assemble structurally new thermally activated delayed fluorescent (TADF) materials that feature a carbonyl group with an adjacent spirofluorenyl unit as the acceptor. As an illustrated example, the OLED device utilizing the assembled DMAC‐SFNP as the host material exhibits a low turn‐on voltage of 2.5 V and an ultra‐high external quantum efficiency of 32.2 %. This work provides inspiration for structurally new TADF materials, and also displays the potential of C−H activation as a synthetic strategy for the innovation of optoelectronic materials. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 60
- Issue :
- 7
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 148558461
- Full Text :
- https://doi.org/10.1002/anie.202012842