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Switching Chemoselectivity: Using Mechanochemistry to Alter Reaction Kinetics

Howard, JL; Brand, MC; Browne, DL; (2018) Switching Chemoselectivity: Using Mechanochemistry to Alter Reaction Kinetics. Angewandte Chemie , 130 (49) pp. 16336-16340. 10.1002/ange.201810141. Green open access

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Abstract

A reaction manifold has been discovered in which the chemoselectivity can be altered by switching between neat milling and liquid assisted grinding (LAG) with polar additives. After investigation of the reaction mechanism, it has been established that this switching in reaction pathway is due to the neat mechanochemical conditions exhibiting different kinetics for a key step in the transformation. This proof of concept study demonstrates that mechanochemistry can be used to trap the kinetic product of a reaction. It is envisaged that, if this concept can be successfully applied to other transformations, novel synthetic processes could be discovered and known reaction pathways perturbed or diverted.

Type: Article
Title: Switching Chemoselectivity: Using Mechanochemistry to Alter Reaction Kinetics
Open access status: An open access version is available from UCL Discovery
DOI: 10.1002/ange.201810141
Publisher version: https://doi.org/10.1002/ange.201810141
Language: English
Additional information: This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/
Keywords: Chemoselektivität, Kugelmahlen, Lösungsmittelfreie Reaktionen, Mechanochemie, Reaktionskinetik
UCL classification: UCL
UCL > Provost and Vice Provost Offices
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy > Pharma and Bio Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/10114330
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