Helvetica Chimica Acta· 2026Q2
Diboron‐Embedded Heteroacenes With Systematically Varied Central π‐Skeletons and Fusion Modes
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- Q2SCImago
- 2026year
Short summary
Researchers synthesized six diboron-embedded heteroacene derivatives with varied π-skeletons and fusion modes, finding that fusion mode, not π-core size, dictates photophysical and electrochemical properties.
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Key points
- Six diboron-embedded heteroacene derivatives were synthesized with systematic variations in central π-skeletons and fusion modes.
- Photophysical and electrochemical properties (absorption, emission, reduction potentials) are primarily dependent on the fusion mode, not the π-core size.
- Molecular symmetry dictates packing modes: C2h derivatives show limited π-overlap, while C2v derivatives exhibit efficient π–π stacking.
- One derivative adopted a uniform columnar structure via continuous π–π stacking, demonstrating a design principle for solid-state organization.
AI-generated from the title and abstract; the full text is not read.
Abstract
ABSTRACT Diboron‐embedded heteroacenes with systematically varied central π‐skeletons and fusion modes were synthesized via one‐pot cyclative borylation using benzene, thieno[3,2‐ b ]thiophene, or dithieno[3,2‐ b :2′,3′‐ d ]thiophene cores, affording six derivatives with C 2h or C 2v symmetry. Their photophysical and electrochemical properties, including absorption and emission wavelengths and sequential reduction behavior during cyclic voltammetry, depend primarily on fusion mode rather than π‐core size. Single‐crystal analysis, in turn, revealed that molecular symmetry governs packing modes, where C 2h derivatives exhibited limited π‐overlap due to shielding by mesityl groups on both π‐faces, while C 2v derivatives formed efficient π–π stacking with large intermolecular overlap despite the presence of the bulky mesityl groups. Notably, one of the derivatives adopted a uniform columnar structure via continuous π–π stacking, establishing a design principle for solid‐state organization in boron‐embedded heteroacenes.
The authors' abstract, as published at the source. Helvetica Chimica Acta, 2026 · DOI ↗
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