Accessing Electron-Deficient π-Extended Pyrenes via Non-K-Region Fusion

This study presents a new class of pyrene derivatives featuring non-K-region fusion and electron-deficient π-extension. By strategically introducing electron-withdrawing groups at the non-K positions, the optical and redox properties of these compounds were significantly altered. For the first time, we report a non-K-region fused acceptor pyrene with an extended π-skeleton. The detailed characterizations revealed pronounced shifts in both absorption and emission spectra, accompanied by a significant lowering of the LUMO energy levels. Our results highlight non-K region-fused pyrenes as a promising building block for next-generation organic semiconductors with tunable electronic properties.

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Publication Details

Journal
Organic Letters
Published
2025-10-28
DOI
https://doi.org/10.1021/acs.orglett.5c03796
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
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article

Accessing Electron-Deficient π-Extended Pyrenes via Non-K-Region Fusion

Sangram D. Dongre, Ravi Kumar, Sukumaran Santhosh Babu, V. Ravi Kumar
Organic Letters
Synthesis and Properties of Aromatic Compounds
article

Accessing Electron-Deficient π-Extended Pyrenes via Non-K-Region Fusion

Sangram D. Dongre, Ravi Kumar, Sukumaran Santhosh Babu, V. Ravi Kumar
article en

Abstract

This study presents a new class of pyrene derivatives featuring non-K-region fusion and electron-deficient π-extension. By strategically introducing electron-withdrawing groups at the non-K positions, the optical and redox properties of these compounds were significantly altered. For the first time, we report a non-K-region fused acceptor pyrene with an extended π-skeleton. The detailed characterizations revealed pronounced shifts in both absorption and emission spectra, accompanied by a significant lowering of the LUMO energy levels. Our results highlight non-K region-fused pyrenes as a promising building block for next-generation organic semiconductors with tunable electronic properties.

Organic LettersVol. 27(44)
National Chemical Laboratory (IN), Academy of Scientific and Innovative Research (IN)
Openalex Percentile: Top 76%
Synthesis and Properties of Aromatic Compounds
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