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Selective Mechanochemical Monoarylation of Unbiased Dibromoarenes by in Situ Crystallization

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Title: Selective Mechanochemical Monoarylation of Unbiased Dibromoarenes by in Situ Crystallization
Authors: Seo, Tamae Browse this author
Kubota, Koji Browse this author
Ito, Hajime Browse this author →KAKEN DB
Issue Date: 3-Jun-2020
Publisher: American Chemical Society
Journal Title: Journal of the American Chemical Society
Volume: 142
Issue: 22
Start Page: 9884
End Page: 9889
Publisher DOI: 10.1021/jacs.0c01739
Abstract: Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of liquid, unbiased dibromoarenes under mechanochemical conditions selectively afford the monoarylated products. The lower reactivity of the crystalline monoarylated products relative to the liquid starting materials should be attributed predominantly to the low diffusion efficiency of the former in the reaction mixture, which results in a selective monoarylation. The present study sheds light on a novel approach using in situ phase transitions in solids to design selective organic transformations that are difficult to achieve via conventional solution-based synthesis.
Rights: This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright c American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see
Type: article (author version)
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)

Submitter: 久保田 浩司

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