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Switching chemoselectivity: using mechanochemistry to alter reaction kinetics

Howard, Joseph L., Brand, Michael C. and Browne, Duncan L. 2018. Switching chemoselectivity: using mechanochemistry to alter reaction kinetics. Angewandte Chemie International Edition 57 (49) , pp. 16104-16108. 10.1002/anie.201810141

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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.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Publisher: Wiley
ISSN: 1433-7851
Funders: EPSRC
Date of First Compliant Deposit: 19 October 2018
Date of Acceptance: 13 October 2018
Last Modified: 06 Jan 2021 02:35
URI: http://orca.cardiff.ac.uk/id/eprint/116005

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