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N‐Heterocyclic Carbene Acyl Anion Organocatalysis by Ball‐Milling

Nicholson, WI; Seastram, AC; Iqbal, SA; Reed-Berendt, BG; Morrill, LC; Browne, DL; (2020) N‐Heterocyclic Carbene Acyl Anion Organocatalysis by Ball‐Milling. ChemSusChem , 13 (1) pp. 131-135. 10.1002/cssc.201902346. Green open access

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Abstract

The ability to conduct N‐heterocyclic carbene‐catalysed acyl anion chemistry under ball‐milling conditions is reported for the first time. This process has been exemplified through applications to intermolecular‐benzoin, intramolecular‐benzoin, intermolecular‐Stetter and intramolecular‐Stetter reactions including asymmetric examples and demonstrates that this mode of mechanistically complex organocatalytic reaction can operate under solvent‐minimised conditions.

Type: Article
Title: N‐Heterocyclic Carbene Acyl Anion Organocatalysis by Ball‐Milling
Open access status: An open access version is available from UCL Discovery
DOI: 10.1002/cssc.201902346
Publisher version: https://doi.org/10.1002/cssc.201902346
Language: English
Additional information: Copyright © 2020 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: acyl anion, ball milling, mechanochemistry, N-heterocyclic carbenes, organocatalysis
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/10092414
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