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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 , 57 (49) pp. 16104-16108. 10.1002/anie.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/anie.201810141
Publisher version: https://doi.org/10.1002/anie.201810141
Language: English
Additional information: Copyright © 2018 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/), which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
Keywords: ball milling, chemoselectivity, mechanochemistry, reaction kinetics, solventless reactions
UCL classification: UCL
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/10113327
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