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Synthesis of 1,2-Azaborines and the Preparation of Their Protein Complexes with T4 Lysozyme Mutants
Published on: March 25, 2017
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BN-Functionalized Benzotrithiophene-Based Azaborines: Synthesis, Structures, and Anion Binding Properties
Chao-Jing Sun1, Nan Wang1, Tai Peng1
1Beijing Key Laboratory of Photoelectronic/Electrophotonic Conversion Materials, School of Chemistry and Chemical Engineering , Beijing Institute of Technology of China , Beijing 102488 , People's Republic of China.
Inorganic Chemistry
|February 23, 2019
Summary
New BN-functionalized azaborines were synthesized using Suzuki coupling and C-H borylation. These novel materials exhibit tunable electronic properties and potential for redox-active catalyst development.
Area of Science:
- Organic Chemistry
- Materials Science
- Catalysis
Background:
- Benzotrithiophene (BTT) derivatives offer a versatile scaffold for chemical modification.
- Azaborine compounds are of interest due to their unique electronic and photophysical properties.
Purpose of the Study:
- To synthesize novel BN-functionalized azaborines.
- To investigate the electronic and photophysical properties of these new compounds.
- To explore their potential applications in catalysis.
Main Methods:
- Suzuki coupling reactions for BN-functionalization.
- Electrophilic C-H borylation of benzotrithiophene.
- NMR, high-resolution mass spectrometry, and X-ray crystallography for structural confirmation.
- Photophysical, electrochemical measurements, and DFT computations for property analysis.
Main Results:
- Facile synthesis of BN-functionalized azaborines (4a-4c) was achieved.
- Structural characterization confirmed the molecular structures.
- Red-shifted absorption and emission were observed upon fluoride binding.
- A significant decrease in oxidation potential was detected via electrochemical analysis.
Conclusions:
- The synthesized BN-functionalized azaborines possess tunable electronic properties.
- Anion binding, specifically with fluoride, modulates their optical and electrochemical behavior.
- These findings suggest a new route for developing robust redox-active materials for catalytic applications.
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