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Mechanochemical protocol facilitates the generation of arylmanganese nucleophiles from unactivated manganese metal
Title: | Mechanochemical protocol facilitates the generation of arylmanganese nucleophiles from unactivated manganese metal |
Authors: | Takahashi, Rina Browse this author | Gao, Pan Browse this author | Kubota, Koji Browse this author | Ito, Hajime Browse this author →KAKEN DB |
Issue Date: | 21-Jan-2023 |
Publisher: | Royal Society of Chemistry |
Journal Title: | Chemical science |
Volume: | 14 |
Issue: | 3 |
Start Page: | 499 |
End Page: | 505 |
Publisher DOI: | 10.1039/d2sc05468j |
Abstract: | The direct synthesis of organomanganese reagents from organic halides and manganese metal remains a challenge. Current solution-based approaches require the preparation of activated manganese (Rieke manganese) or the use of multiple metal additives to promote the insertion of manganese metal into a carbon-halogen bond. Here, we show that a mechanochemical ball-milling protocol facilitates the generation of various arylmanganese nucleophiles from aryl halides and commercially available, unactivated manganese metal without the need for complicated pre-activation processes and metal additives. These manganese-based carbon nucleophiles can be used directly for one-pot addition reactions with various electrophiles and palladium-catalyzed cross-coupling reactions under bulk-solvent-free mechanochemical conditions. Importantly, all experimental operations can be conducted under atmospheric conditions. |
Type: | article |
URI: | http://hdl.handle.net/2115/87726 |
Appears in Collections: | 工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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