A Luminescent Stable Triarylmethyl Diradical with an Axially Chiral Spacer

Two units of a highly stable luminescent triarylmethyl radical (PyBTM) were bridged using a chiral octahydrobinaphthyl moiety, resulting in a diradical with sufficient stability to enable the measurement of its chiroptical properties. To synthesize this diradical, a novel boronic ester radical precursor, αH-PyBTM-B(Epin), was designed. The use of this precursor significantly improved the yield and streamlined the preparation of stable luminescent radical-substituted molecules. The photoluminescence quantum yield (PLQY) of the diradical was measured to be 10 % in chloroform. Furthermore, both circular dichroism (CD) and circularly polarized luminescence (CPL) were successfully observed.

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Publication Details

Journal
Chemistry - A European Journal
Published
2025-03-06
DOI
https://doi.org/10.1002/chem.202500284
Citations
10
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
9.36

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article

A Luminescent Stable Triarylmethyl Diradical with an Axially Chiral Spacer

Yohei Hattori, Tetsuro Kusamoto, Ryota Matsuoka, Yoshitane Imai et al.
10 citations
Chemistry - A European Journal
Synthesis and Properties of Aromatic Compounds
9.36
article

A Luminescent Stable Triarylmethyl Diradical with an Axially Chiral Spacer

Yohei Hattori, Tetsuro Kusamoto, Ryota Matsuoka, Yoshitane Imai, Shun Yoshida, Kingo Uchida, Gwénaël Rapenne, Tsuyoshi Kawai, Mihoko Yamada, Daiya Suzuki, Ryo Fujita, Atsumi Baba
article en
10 citations

Abstract

Two units of a highly stable luminescent triarylmethyl radical (PyBTM) were bridged using a chiral octahydrobinaphthyl moiety, resulting in a diradical with sufficient stability to enable the measurement of its chiroptical properties. To synthesize this diradical, a novel boronic ester radical precursor, αH-PyBTM-B(Epin), was designed. The use of this precursor significantly improved the yield and streamlined the preparation of stable luminescent radical-substituted molecules. The photoluminescence quantum yield (PLQY) of the diradical was measured to be 10 % in chloroform. Furthermore, both circular dichroism (CD) and circularly polarized luminescence (CPL) were successfully observed.

Chemistry - A European JournalVol. 31(21)
Ryukoku University (JP), Centre National de la Recherche Scientifique (FR), Université Fédérale de Toulouse Midi-Pyrénées (FR), Centre d’Élaboration de Matériaux et d’Études Structurales (FR), Nara Institute of Science and Technology (JP), Kindai University (JP), The University of Osaka (JP)
Kyoto Technoscience Center, Japan Society for the Promotion of Science, Core Research for Evolutional Science and Technology
Openalex Percentile: Top 2%
Synthesis and Properties of Aromatic Compounds
9.36
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