Title: Switching Chemoselectivity: Using Mechanochemistry to Alter Reaction Kinetics

Citation
Browne DL, Howard JL, Brand MC (2018). Switching Chemoselectivity: Using Mechanochemistry to Alter Reaction Kinetics. Cardiff University. https://doi.org/10.17035/d.2018.0062874363

Dataset Details

Publisher: Cardiff University

Date (year) of data becoming publicly available: 2018

Coverage start date: 01/06/2017

Coverage end date: 01/09/2018

Data format: .jpg .fid

Software Required: .fid files are processed using standard NMR processing software.

Estimated total storage size of dataset: Less than 100 megabytes

DOI : 10.17035/d.2018.0062874363

DOI URL: http://doi.org/10.17035/d.2018.0062874363

Related URL: https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.201810141

Description

The data here contains a selection of 1H, 13C, 19F NMR data, as well as IR, MS and any relevant chromatography information. Some files may be processed in advance and deposited and some may require access to typical processing tools for data of this type.
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.