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.

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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

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article

α,β-Diarylation on β-Diketo-BF2 Complexes: Strong Intrinsic Aggregation-Induced Emission and Organic Self-Recovering Electrochromism

M. Rajeswara Rao, Atul B. Nipate
The Journal of Organic Chemistry
Luminescence and Fluorescent Materials
article

α,β-Diarylation on β-Diketo-BF2 Complexes: Strong Intrinsic Aggregation-Induced Emission and Organic Self-Recovering Electrochromism

M. Rajeswara Rao, Atul B. Nipate
article en

Abstract

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.

The Journal of Organic ChemistryVol. 90(24)
Indian Institute of Technology Dharwad (IN), Indian Institute of Information Technology Dharwad
Science and Engineering Research Board
Openalex Percentile: Top 91%
Luminescence and Fluorescent Materials
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α,β-Diarylation on β-Diketo-BF<sub>2</sub> Complexes: Strong Intrinsic Aggregation-Induced Emission and Organic Self-Recovering Electrochromism — M. Rajeswara Rao, Atul B. Nipate · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS