Double Electrophilic Borylative Cyclization of a Pyridine Core Enables a Narrowband Ultraviolet B/N/O MR-TADF Emitter

Abstract A pyridine-embedded boron/nitrogen/oxygen multiple-resonance emitter, tBuBOPy, was synthesized on gram scale via methoxy-directed tandem borylation at the pyridine C3 and C5 positions. The incorporation of pyridine blue-shifts the emission by preferentially stabilizing the highest occupied molecular orbital. It also modifies the excited-state character, reducing hole–electron overlap and lowering the singlet–triplet energy gap. As a result, tBuBOPy exhibits ultraviolet TADF at 383 nm, with an fwhm of 25 nm and a high PLQY of 89%.

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Publication Details

Journal
Organic Letters
Published
2026-11-11
DOI
https://doi.org/10.1021/acs.orglett.6c04656
Primary Topic
Luminescence and Fluorescent Materials
Type
article
Field-Weighted Citation Impact
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article

Double Electrophilic Borylative Cyclization of a Pyridine Core Enables a Narrowband Ultraviolet B/N/O MR-TADF Emitter

Kai Wang, Jun Ye, 林迈可, Xi Zhang et al.
Organic Letters
Luminescence and Fluorescent Materials
article

Double Electrophilic Borylative Cyclization of a Pyridine Core Enables a Narrowband Ultraviolet B/N/O MR-TADF Emitter

Kai Wang, Jun Ye, 林迈可, Xi Zhang, Jie Li, Lingwei Qu, Zhangli Cheng, Yue Wang, Zebin Chen
article en

Abstract

Abstract A pyridine-embedded boron/nitrogen/oxygen multiple-resonance emitter, tBuBOPy, was synthesized on gram scale via methoxy-directed tandem borylation at the pyridine C3 and C5 positions. The incorporation of pyridine blue-shifts the emission by preferentially stabilizing the highest occupied molecular orbital. It also modifies the excited-state character, reducing hole–electron overlap and lowering the singlet–triplet energy gap. As a result, tBuBOPy exhibits ultraviolet TADF at 383 nm, with an fwhm of 25 nm and a high PLQY of 89%.

Organic Letters
Ningbo University (CN), Soochow University (TW), Soochow University (CN)
Luminescence and Fluorescent Materials
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