Related Experiment Video
Updated: Jul 25, 2025

Scale-up Chemical Synthesis of Thermally-activated Delayed Fluorescence Emitters Based on the Dibenzothiophene-S,S-Dioxide Core
Published on: October 24, 2017
Highly luminescent antiaromatic diborinines with fused thiophene rings
Yohei Adachi1, Takumi Hasegawa1, Joji Ohshita1,2
1Graduate School of Advanced Science and Engineering, Hiroshima University, Higashi-Hiroshima 739-8527, Japan. yadachi@hiroshima-u.ac.jp.
Abstract:
Tricoordinate boron-incorporated π-conjugated systems are widely investigated as optoelectronic materials because of their unique p-π* orbital interactions and high Lewis acidity. Among them, thiophene-fused diborinines are characterized by moderate antiaromaticity and extended conjugation. In this work, we have developed two new dithienodiborinines with C2h and C2v symmetries, which exhibited completely different optical properties. The thiophene-fused diborinines synthesized in this study showed excellent fluorescence properties both in solution and in the solid state, with quantum yields of up to 95%. The high antiaromaticity enhanced the Lewis acidity of the boron centers, as proven by the large association constants with fluoride ion estimated from titration experiments. The high Lewis acidity and the superior luminescence property have enabled their application as fluorescent sensor materials for the detection of ammonia vapor.
More Related Videos
14:11Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
12:07Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Related Concept Videos
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Five-Membered Heterocyclic Aromatic Compounds: Overview
Variables Affecting Phosphorescence and Fluorescence
Frost Circles for Different Conjugated Systems
Photoluminescence: Applications
Aryldiazonium Salts to Azo Dyes: Diazo Coupling