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Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
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A palladium polyaniline complex: a simple and efficient catalyst for batch and flow Suzuki-Miyaura cross-couplings
Dongliang Zhang1,2, Fusong Wu1,2, Zhijian Wan1
1School of Science, Harbin Institute of Technology (Shenzhen), Shenzhen 518055, China. youhengzhi@hit.edu.cn.
Chemical Communications (Cambridge, England)
|September 8, 2022
Summary
A new palladium polyaniline complex (Pd@PANI) efficiently catalyzes Suzuki-Miyaura couplings using minimal palladium. This catalyst also enables greener synthesis of D-fructose derivatives via flow chemistry.
Area of Science:
- Catalysis
- Materials Science
- Organic Synthesis
Background:
- Palladium-catalyzed cross-couplings are vital in organic synthesis.
- Developing efficient and low-loading palladium catalysts is crucial for sustainable chemistry.
Purpose of the Study:
- To synthesize a novel palladium polyaniline complex (Pd@PANI).
- To evaluate Pd@PANI as a catalyst for Suzuki-Miyaura cross-couplings.
- To explore the application of Pd@PANI in flow chemistry.
Main Methods:
- One-pot synthesis of Pd@PANI using hydrogen peroxide as an oxidant.
- Suzuki-Miyaura cross-coupling reactions with various aromatic halides and boric acids.
- Flow process evaluation of the Pd@PANI catalyst.
Main Results:
- Pd@PANI was synthesized with 0.11 ppm palladium loading.
- High yields of biaryl compounds were achieved with high turnover numbers (up to 6.1 × 10^4).
- Successful synthesis of D-fructose derivatives was demonstrated.
- Flow process catalysis showed good yields with reduced reaction times and temperatures.
Conclusions:
- Pd@PANI is a highly active and stable catalyst for Suzuki-Miyaura couplings.
- The catalyst enables efficient synthesis of biaryl compounds and D-fructose derivatives.
- Flow chemistry application offers advantages in terms of efficiency and operational convenience.
![Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F51444.jpg&w=3840&q=50)
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