High-EfficiencyLightEmitters: 10-(Diphenylphosphoryl)-anthracenesfrom One-Pot Synthesis Including C–O–P to C–P(O)Rearrangement
We report a one-pot synthesis of 10-(diphenylphosphoryl)-anthracenes, featuring a rare multisubstitution on flanking rings with donor–acceptor groups (F, Br, CN, CF<sub>3</sub>, MeO, OCH<sub>2</sub>O) in 24–60% yields. Catalyzed by TMSOTf, the process involves a phosphinite-to-phosphine oxide rearrangement and cyclization. These emitters exhibit excellent photoluminescence quantum yields of up to 95% in both solution and solid states. Postsynthetic anthracene functionalization as well as the optoelectronic effect of substituents, particularly the Ph<sub>2</sub>PO group, and the aggregation effect in solid on the photophysical properties, were also explored.
Publication Details
- Journal
- Figshare
- Published
- 2025-03-26
- DOI
- https://doi.org/10.1021/acs.joc.4c03139.s001
- Primary Topic
- Synthesis and characterization of novel inorganic/organometallic compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00