A Chiral Propeller‐Shaped Triple Helicene Shows Multi‐Resonant Thermally Activated Delayed Fluorescence

Abstract Multi‐resonant thermally activated delayed fluorescence (MR‐TADF) helicenes show great potential as chiral emitters due to their typically high photoluminescence quantum yield and that they emit circularly polarized luminescence. Here, a new propeller‐shaped chiral MR‐TADF helicene DiKTa3 , integrating three DiKTa moieties, was designed and synthesized aiming to achieve co‐parallel electronic and magnitude transition dipole moments that would lead to a high dissymmetry factor, g . It emits at λ PL of 491 nm, with a full width at half maximum of 52 nm and has a moderate Δ E ST value of 0.24 eV in toluene. The separated ( P,P,P ) enantiomer shows an absorption dissymmetry factor | g abs | of 6.8×10 −4 at 450 nm, which results from a lower symmetry conformation adopted by the compound in solution than the C 3 ‐symmetric optimized structure. This work highlights the strong influence that geometry can have on the chiroptical properties of the emitter.

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Publication Details

Journal
Helvetica Chimica Acta
Published
2024-10-14
DOI
https://doi.org/10.1002/hlca.202400129
Citations
3
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
0.75

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article

A Chiral Propeller‐Shaped Triple Helicene Shows Multi‐Resonant Thermally Activated Delayed Fluorescence

David B. Cordes, Aidan P. McKay, Eli Zysman‐Colman, Jingxiang Wang et al.
3 citations
Helvetica Chimica Acta
Synthesis and Properties of Aromatic Compounds
0.75
article

A Chiral Propeller‐Shaped Triple Helicene Shows Multi‐Resonant Thermally Activated Delayed Fluorescence

David B. Cordes, Aidan P. McKay, Eli Zysman‐Colman, Jingxiang Wang, Jeanne Crassous, Jhon Sebastian Oviedo Ortiz
article en
3 citations

Abstract

Abstract Multi‐resonant thermally activated delayed fluorescence (MR‐TADF) helicenes show great potential as chiral emitters due to their typically high photoluminescence quantum yield and that they emit circularly polarized luminescence. Here, a new propeller‐shaped chiral MR‐TADF helicene DiKTa3 , integrating three DiKTa moieties, was designed and synthesized aiming to achieve co‐parallel electronic and magnitude transition dipole moments that would lead to a high dissymmetry factor, g . It emits at λ PL of 491 nm, with a full width at half maximum of 52 nm and has a moderate Δ E ST value of 0.24 eV in toluene. The separated ( P,P,P ) enantiomer shows an absorption dissymmetry factor | g abs | of 6.8×10 −4 at 450 nm, which results from a lower symmetry conformation adopted by the compound in solution than the C 3 ‐symmetric optimized structure. This work highlights the strong influence that geometry can have on the chiroptical properties of the emitter.

Helvetica Chimica ActaVol. 107(11)
Centre National de la Recherche Scientifique (FR), University of St Andrews (GB), Institut des Sciences Chimiques de Rennes (FR), Université de Rennes (FR)
NHS Education for Scotland, European Commission, China Scholarship Council, Ministère de l'Enseignement Supérieur et de la Recherche, Centre National de la Recherche Scientifique, Engineering and Physical Sciences Research Council
Openalex Percentile: Top 32%
Synthesis and Properties of Aromatic Compounds
0.75
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