Table · dataset · 2026
Enhanced Luminescence of a σ–π-Conjugated Disilane-Bridged Donor–Acceptor Macrocycle through Conformational Restriction
Listed in figshare and Loughborough Research Repository — shown once because both records carry DOI 10.1021/acsaom.6c00464.s002
Disilane-bridged arenes are a useful class of σ–π-conjugated molecules in which Si–Si σ bonds interact with adjacent π-conjugated systems.
Description
We previously reported a linear D–A–D-type disilane-bridged aromatic molecule containing a thienopyrazine unit, <i>l</i><b>-Th</b><sub><b>2</b></sub><b>Thpz</b>, which exhibited long-wavelength emission in solution (D: donor and A: acceptor). Herein, we designed and synthesized a disilane-bridged trimeric thiophenophane, <i>c</i><b>-Th</b><sub><b>2</b></sub><b>Thpz</b>, to investigate how macrocyclization affects the electronic structure and luminescence properties of disilane-bridged D–A–D molecules.
Single-crystal X-ray diffraction analysis revealed that <i>c</i><b>-Th</b><sub><b>2</b></sub><b>Thpz</b> possesses a cyclic trimeric structure composed of three heteroaromatic rings and three Si–Si bonds. <i>c</i><b>-Th</b><sub><b>2</b></sub><b>Thpz</b> exhibited an enhanced photoluminescence quantum yield compared with the linear analogue <i>l</i><b>-Th</b><sub><b>2</b></sub><b>Thpz</b>, indicating that donor–acceptor-type electronic interactions through the disilane bridges are retained in the macrocyclic framework.
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Notably, the photoluminescence quantum yield of <i>c</i><b>-Th</b><sub><b>2</b></sub><b>Thpz</b> increased from 0.09 in CH<sub>2</sub>Cl<sub>2</sub> to 0.24 in the crystalline state, which is substantially higher than that of the linear analogue <i>l</i><b>-Th</b><sub><b>2</b></sub><b>Thpz</b> in CH<sub>2</sub>Cl<sub>2</sub> (Φ<sub>F</sub> = 0.02). This enhancement is mainly attributed to suppression of nonradiative decay in the structurally restricted macrocycle and in the crystalline state.
These results demonstrate that macrocyclization is an effective strategy for enhancing luminescence while maintaining σ–π-conjugation-mediated D–A interactions in disilane-bridged luminophores.
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Where it is published
- DOI doi.org/10.1021/acsaom.6c00464.s002 ↗
DOI / persistent id · from figshare com
Catalogue records · 1
- OAI-PMH record api.figshare.com/v2/oai?verb=GetRecord&metadataPrefix=oai_dc&identifier=oai%3Af… ↗
metadata API · from figshare com
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Provenance · 2 source records, 36 field assertions
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|---|---|---|---|
| figshare | oai:figshare.com:article/33986425 | 9 d ago | JSON v1 |
| Loughborough Research Repository | oai:figshare.com:article/33986425 | 9 d ago | JSON v1 |
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