Abstract
Palladium-catalyzed cross-coupling reactions are one of the most powerful and versatile methods to synthesize a wide range of complex functionalized molecules. However, the development of solid-state cross-coupling reactions remains extremely limited. Here, the author reported a rational strategy that provides a general entry to palladium-catalyzed Buchwald-Hartwig cross-coupling reactions in the solid state. The key finding of this study is that olefin additives can act as efficient molecular dispersants for the palladium-based catalyst in solid-state media to facilitate the challenging solid-state cross-coupling. Beyond the immediate utility of this protocol, this strategy could inspire the development of industrially attractive solvent-free palladium-catalyzed cross-coupling processes for other valuable synthetic targets.
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It should also be noted that the temperature inside the milling jar after the grinding at 30 Hz for 60 min was about 30 °C, which was confirmed by thermography, indicating that this reaction proceeded at around room temperature (See the Supporting Information for details)
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Seo, T. (2024). Olefin-Accelerated Solid-State C–N Cross-Coupling Using Mechanochemistry. In: Palladium-Catalyzed Mechanochemical Cross-Coupling Reactions. Springer Theses. Springer, Singapore. https://doi.org/10.1007/978-981-97-1991-4_2
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DOI: https://doi.org/10.1007/978-981-97-1991-4_2
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