α,β-Diarylation on β-Diketo-BF<sub>2</sub> Complexes: Strong Intrinsic Aggregation-Induced Emission and Organic Self-Recovering Electrochromism
A novel one-step synthetic strategy was developed to synthesize α,β-diaryl β-diketone-BF<sub>2</sub> complexes (<b>2a</b>-<b>2g</b>) using readily available building blocks (1,2-diarylethanones). The complexes were further transformed to π-extended α,β-diaryl-β'-styryl-β-diketo-BF<sub>2</sub> (<b>3a</b>-<b>3c</b>) via Knoevenagel condensation with aromatic aldehydes. All the complexes exhibit strong intrinsic aggregation-induced emission, with fluorescence colors tuning from cyan (λ<sub>em</sub> = 470 nm) to red (λ<sub>em</sub> = 652 nm) and the quantum yields reaching up to 90%. The complexes were demonstrated for electrochromism, which exhibits a drastic color change from colorless to purple upon applying a reduction potential of -1.3 V with spontaneous self-oxidation from the reduced state.
Authors
- M. Rajeswara Rao (ORCID: https://orcid.org/0000-0003-2730-7275)
- Atul B. Nipate
Institutions
- Indian Institute of Technology Dharwad (IN)
- Indian Institute of Information Technology Dharwad
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-06-09
- DOI
- https://doi.org/10.1021/acs.joc.5c00825
- Primary Topic
- Luminescence and Fluorescent Materials
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Science and Engineering Research Board