Garçon, M;
Bakewell, C;
White, AJP;
Crimmin, MR;
(2019)
Unravelling nucleophilic aromatic substitution pathways with bimetallic nucleophiles.
Chemical Communications
, 55
(12)
pp. 1805-1808.
10.1039/c8cc09701a.
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Abstract
The reaction of a metal complex containing a polar Fe–Mg bond with 2-(pentafluorophenyl)pyridine leads to selective C–F bond activation. A stepwise SNAr mechanism involving attack of the bimetallic nucleophile on the electron-deficient aromatic ring has been identified by DFT calculations. Despite the long and rich history of metal anions in organic synthesis, this is the first time the SNAr mechanism has been elucidated in detail for metal-based nucleophiles.
| Type: | Article |
|---|---|
| Title: | Unravelling nucleophilic aromatic substitution pathways with bimetallic nucleophiles |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1039/c8cc09701a |
| Publisher version: | https://doi.org/10.1039/c8cc09701a |
| Language: | English |
| Additional information: | This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions. |
| UCL classification: | UCL UCL > Provost and Vice Provost Offices > UCL BEAMS UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry |
| URI: | https://discovery.ucl.ac.uk/id/eprint/10086048 |
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