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Updated: Jan 9, 2026

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Metal-free regioselective B-O coupling in carboranes for constructing aggregation-induced emission luminogens.
Xinrui Li1, Ningning Zhou1, Deshuang Tu1
1State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, China. hyan1965@nju.edu.cn.
A new metal-free B-O coupling method for nido-carboranes was developed using hypervalent iodine(III). This breakthrough enables efficient synthesis of carborane-based aggregation-induced emission (AIE) materials.
Area of Science:
- Organometallic Chemistry
- Materials Science
- Organic Synthesis
Background:
- Carboranes are versatile boron-containing clusters with unique electronic and structural properties.
- Developing efficient synthetic routes to functionalized carboranes is crucial for exploring their applications.
- Aggregation-induced emission (AIE) materials offer promising applications in sensing and imaging.
Purpose of the Study:
- To develop a novel metal-free synthetic method for regioselective B-O coupling of nido-carboranes.
- To establish a new platform for synthesizing carborane-based AIE luminogens.
Main Methods:
- Utilized hypervalent iodine(III) reagents for the B-O coupling reaction.
- Employed mild reaction conditions.
- Investigated the regioselectivity of the coupling process.
Main Results:
- Achieved efficient and regioselective B-O coupling of nido-carboranes.
- Demonstrated the utility of the method for synthesizing carborane-based AIE luminogens.
- The reaction proceeds under mild, metal-free conditions.
Conclusions:
- The developed hypervalent iodine(III)-mediated B-O coupling offers a new, efficient, and mild synthetic strategy for carborane functionalization.
- This method provides a valuable platform for the rapid construction of novel carborane-based AIE materials with potential applications in optoelectronics.
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