Fluorescence Modulation through the Inverted Energy Gap Law in Triply N−B←N‐Containing Windmill‐Shaped Triazines

A series of windmill-shape heterocyclic molecules containing three N-B←N units, TBN and its derivatives, with quasi-planar C<sub>3</sub> symmetric backbone, are synthesized. The parent TBN exhibits a strongly allowed, doubly degenerate lowest excited state but suffers from very low fluorescence, due to very fast nonradiative decay rate through a conical intersection (CI) as revealed by femtosecond transient absorption spectroscopy and quantum-chemical calculations. Introducing peripheral phenyl- or thienyl-groups (Ph-TBN or Th-TBN) induces pronounced bathochromic shifts and enhances fluorescence, which is beneficial from inhibited nonradiative pathway by the increased energy barriers to access the CI at excited state. The understanding of this rather uncommon behaviour may open routes for the design of novel fluorescence materials.

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Publication Details

Journal
Angewandte Chemie International Edition
Published
2024-10-31
DOI
https://doi.org/10.1002/anie.202416425
Citations
3
Primary Topic
Luminescence and Fluorescent Materials
Type
article
Field-Weighted Citation Impact
0.35

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article

Fluorescence Modulation through the Inverted Energy Gap Law in Triply N−B←N‐Containing Windmill‐Shaped Triazines

Matthias Stolte, Zengqi Xie, Jiadong Zhou, Victor Adebayo et al.
3 citations
Angewandte Chemie International Edition
Luminescence and Fluorescent Materials
0.35
article

Fluorescence Modulation through the Inverted Energy Gap Law in Triply N−B←N‐Containing Windmill‐Shaped Triazines

Matthias Stolte, Zengqi Xie, Jiadong Zhou, Victor Adebayo, Martial Boggio‐Pasqua, Liangxuan Wang, Hongcheng Gao, Frank Würthner, Linlin Liu, Yi Feng, Honglin Qiu
article en
3 citations

Abstract

A series of windmill-shape heterocyclic molecules containing three N-B←N units, TBN and its derivatives, with quasi-planar C<sub>3</sub> symmetric backbone, are synthesized. The parent TBN exhibits a strongly allowed, doubly degenerate lowest excited state but suffers from very low fluorescence, due to very fast nonradiative decay rate through a conical intersection (CI) as revealed by femtosecond transient absorption spectroscopy and quantum-chemical calculations. Introducing peripheral phenyl- or thienyl-groups (Ph-TBN or Th-TBN) induces pronounced bathochromic shifts and enhances fluorescence, which is beneficial from inhibited nonradiative pathway by the increased energy barriers to access the CI at excited state. The understanding of this rather uncommon behaviour may open routes for the design of novel fluorescence materials.

Angewandte Chemie International EditionVol. 64(4)
Centre National de la Recherche Scientifique (FR), Université Toulouse III - Paul Sabatier (FR), University of Würzburg (DE), IMDEA Nanoscience (ES), Laboratoire de Chimie et Physique Quantiques (FR), State Key Laboratory of Luminescent Materials and Devices, University of Tübingen (DE), South China University of Technology (CN)
Ministry of Education and Science, National Natural Science Foundation of China, Ministry of Science and Technology of the People's Republic of China, South China University of Technology, Higher Education Discipline Innovation Project
Affordable and clean energy
Openalex Percentile: Top 43%
Luminescence and Fluorescent Materials
0.35
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