Nickel-catalyzed cross-coupling aminations via high-throughput mechanochemistry enabled by resonant acoustic mixing

In recent years, mechanochemistry has become recognized as an efficient, practical, and sustainable alternative for chemical synthesis. Adhering to the principles of green chemistry, mechanochemistry enables solvent-free, faster, and energy-efficient reactions, thereby reducing waste production and...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2024-07, Vol.26 (14), p.8341-8347
Main Authors: Nanni, Alice, Kong, Deshen, Zhu, Chen, Rueping, Magnus
Format: Article
Language:English
Subjects:
Amination
Atom economy
Chemical reactions
Chemical synthesis
Cross coupling
Energy efficiency
Green chemistry
Industrial production
Nickel
Reagents
Resource efficiency
Solvents
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Summary:In recent years, mechanochemistry has become recognized as an efficient, practical, and sustainable alternative for chemical synthesis. Adhering to the principles of green chemistry, mechanochemistry enables solvent-free, faster, and energy-efficient reactions, thereby reducing waste production and enhancing atom economy. Herein, we present a new nickel-catalyzed mechanochemical High Throughput Experimentation (HTE) amination protocol enabled by Resonant Acoustic Mixing (RAM). The developed C–N cross-coupling reactions avoid possible contamination, scaling-up challenges, and parallel reaction limitations by applying an accelerated screening and optimization protocol. The reduced amount of solvents in the reactions and the minimal amount of reagents required highlight the advantages of our approach over most common solvent-based reactions, aligning with the principles of sustainability and resource efficiency. Furthermore, the mechanochemistry methodology demonstrates seamless scalability to a multigram scale without additional optimizations, emphasizing its potential for streamlined, environmentally friendly, and large-scale industrial production.
ISSN:1463-9262
1463-9270
DOI:10.1039/D4GC01790K