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Updated: Aug 5, 2026

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Palladium-Catalyzed Cross-Coupling of Iodocarboranes with B2pin2
Xuan-Hao Cao1, Wen-Jin Zou1, Ke Cao1
1State Key Laboratory of Environment-friendly Energy Materials & Inertial Confinement Fusion Energy Materials Key Laboratory of Sichuan Province & School of Materials and Chemistry, Southwest University of Science and Technology, Mianyang, Sichuan621010, P. R. China.
This study introduces a new palladium-catalyzed method for borylating the B-I bond in carboranes using bis(pinacolato)diboron. This enables the synthesis of novel carborane derivatives, offering new pathways for carborane functionalization.
Area of Science:
- Organometallic Chemistry
- Boron Chemistry
- Carborane Chemistry
Background:
- Carboranes are unique boron-containing cage compounds with diverse applications.
- Functionalization of the carbon-iodine (C-I) bond in carboranes is crucial for developing new derivatives.
- Existing methods for carborane functionalization often have limitations.
Purpose of the Study:
- To develop a novel palladium-catalyzed method for the borylation of the boron-iodine (B-I) bond in carboranes.
- To synthesize new 9-borylated carborane derivatives using bis(pinacolato)diboron (B2pin2).
- To explore the utility of this method for future carborane functionalization strategies.
Main Methods:
- Palladium-catalyzed cross-coupling reaction.
- Borylation of the B-I bond of carboranes using B2pin2.
- Synthesis and characterization of 9-Bpin-ortho-carborane and 9-Bpin-meta-carborane derivatives.
Main Results:
- Successful palladium-catalyzed borylation of the B-I bond of carboranes was achieved.
- A series of 9-Bpin-ortho-carborane and 9-Bpin-meta-carborane derivatives were synthesized.
- Moderate to good yields were obtained for the synthesized carborane derivatives.
Conclusions:
- The developed palladium-catalyzed borylation is an effective method for functionalizing the B-I bond of carboranes.
- This methodology provides access to valuable borylated carborane intermediates.
- The findings offer significant references for the broader functionalization of carboranes.
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