![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)
Olefin-accelerated solid-state C-N cross-coupling reactions using mechanochemistry.
Koji Kubota1, Tamae Seo2, Katsumasa Koide2
1Division of Applied Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo, Hokkaido, 060-8628, Japan. kbt@eng.hokudai.ac.jp.
Nature Communications
|January 12, 2019
Summary
This study introduces a novel strategy for solid-state Buchwald-Hartwig cross-coupling reactions. Olefin additives enable efficient palladium catalysis in the solid state, paving the way for solvent-free synthesis.
Area of Science:
- Organic Chemistry
- Catalysis
- Materials Science
Background:
- Palladium-catalyzed cross-coupling reactions are vital for synthesizing complex molecules.
- Solid-state cross-coupling reactions are underdeveloped, limiting green chemistry approaches.
Purpose of the Study:
- To develop a general strategy for palladium-catalyzed Buchwald-Hartwig cross-coupling reactions in the solid state.
- To explore the use of additives to facilitate solid-state reactions.
Main Methods:
- Investigated the use of olefin additives as molecular dispersants for palladium catalysts.
- Developed a protocol for solid-state Buchwald-Hartwig amination reactions.
Main Results:
- Olefin additives effectively disperse palladium catalysts in solid-state media.
- Achieved efficient palladium-catalyzed Buchwald-Hartwig cross-coupling in the solid state.
- Demonstrated a general strategy applicable to solid-state cross-coupling.
Conclusions:
- Developed a rational strategy for solid-state palladium-catalyzed cross-coupling reactions.
- Olefin additives are key to facilitating these challenging reactions.
- This approach offers potential for industrially relevant solvent-free synthetic processes.
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