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

被引：0

作者：

Feng, Yi ^{[1
]}

Wang, Liangxuan ^{[2
,3
]}

Gao, Hongcheng ^{[1
]}

Zhou, Jiadong ^{[1
]}

Stolte, Matthias ^{[4
]}

Qiu, Honglin ^{[1
]}

Liu, Linlin ^{[1
]}

Adebayo, Victor ^{[5
]}

Boggio-Pasqua, Martial ^{[5
]}

Wuerthner, Frank ^{[4
]}

Gierschner, Johannes ^{[2
]}

Xie, Zengqi ^{[1
]}

机构：

[1] South China Univ Technol SCUT, Inst Polymer Optoelect Mat & Devices, Guangdong Basic Res Ctr Excellence Energy & Inform, State Key Lab Luminescent Mat & Devices,Guangdong, 381 Wushan Rd, Guangzhou 510640, Peoples R China

[2] IMDEA Nanosci, Madrid Inst Adv Studies, C-Faraday 9,Ciudad Univ Cantoblanco, Madrid 28049, Spain

[3] Eberhard Karls Univ Tubingen, Inst Phys & Theoret Chem, Morgenstelle 18, D-72076 Tubingen, Germany

[4] Univ Wurzburg, Inst Organ Chem & Ctr Nanosyst Chem, D-97074 Wurzburg, Germany

[5] Univ Toulouse III Paul Sabatier, Lab Chim & Phys Quant, FeRMI, CNRS, F-31062 Toulouse, France

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2025年 / 64卷 / 04期

基金：

中国国家自然科学基金;

关键词：

heterocycle; fluorescence; conical intersection; excited state; inverted energy gap law; OPTOELECTRONIC PROPERTIES; QUANTUM YIELDS; SYSTEMS; CHARGE; DECAY;

D O I：

10.1002/anie.202416425

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of windmill-shape heterocyclic molecules containing three N-B <- N units, TBN and its derivatives, with quasi-planar C3 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.

引用

页数：8