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A Luminescent Stable Triarylmethyl Diradical with an Axially Chiral Spacer

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

2025Chemistry - A European Journal16 citationsDOIOpen Access PDF

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.

Topics & Concepts

DiradicalLuminescenceAxial symmetryChemistryBiophysicsPhotochemistryMaterials sciencePhysicsBiologyOptoelectronicsQuantum mechanicsExcited stateSinglet stateSynthesis and Properties of Aromatic CompoundsAxial and Atropisomeric Chirality SynthesisAdvanced NMR Techniques and Applications