Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 27th March 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 12, 2019
Previous Article Next Article

Unravelling nucleophilic aromatic substitution pathways with bimetallic nucleophiles

Author affiliations

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.

Graphical abstract: Unravelling nucleophilic aromatic substitution pathways with bimetallic nucleophiles

Back to tab navigation

Supplementary files

Publication details

The article was received on 06 Dec 2018, accepted on 14 Jan 2019 and first published on 14 Jan 2019


Article type: Communication
DOI: 10.1039/C8CC09701A
Citation: Chem. Commun., 2019,55, 1805-1808

  •   Request permissions

    Unravelling nucleophilic aromatic substitution pathways with bimetallic nucleophiles

    M. Garçon, C. Bakewell, A. J. P. White and M. R. Crimmin, Chem. Commun., 2019, 55, 1805
    DOI: 10.1039/C8CC09701A

Search articles by author

Spotlight

Advertisements