Issue 85, 2017

Ligand-induced reactivity of β-diketiminate magnesium complexes for regioselective functionalization of fluoroarenes via C–H or C–F bond activations

Abstract

Using β-diketiminate Mg(II) complexes containing either alkyl, aryl or amide groups, the regioselective functionalization of a wide range of fluoroarenes is accomplished but in uniquely different ways. Overcoming common limitations of traditional s-block bases, kinetically activated [(DippNacnac)Mg(TMP)] (1) deprotonates these molecules at room temperature, trapping sensitive fluoroaryl anions that can then engage in Negishi cross-coupling; whereas [(DippNacnac)Mg(R)THF] (R = nBu, Ph, benzofuryl) have proved to be effective reagents for C–F bond alkylation/arylation via pyridine directed C–F bond cleavage.

Graphical abstract: Ligand-induced reactivity of β-diketiminate magnesium complexes for regioselective functionalization of fluoroarenes via C–H or C–F bond activations

Supplementary files

Article information

Article type
Communication
Submitted
14 Sep 2017
Accepted
29 Sep 2017
First published
29 Sep 2017
This article is Open Access
Creative Commons BY license

Chem. Commun., 2017,53, 11650-11653

Ligand-induced reactivity of β-diketiminate magnesium complexes for regioselective functionalization of fluoroarenes via C–H or C–F bond activations

L. Davin, R. McLellan, A. R. Kennedy and E. Hevia, Chem. Commun., 2017, 53, 11650 DOI: 10.1039/C7CC07193K

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