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Issue 85, 2017
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Ligand-induced reactivity of β-diketiminate magnesium complexes for regioselective functionalization of fluoroarenes via C–H or C–F bond activations

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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

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Publication details

The article was received on 14 Sep 2017, accepted on 29 Sep 2017 and first published on 29 Sep 2017


Article type: Communication
DOI: 10.1039/C7CC07193K
Citation: Chem. Commun., 2017,53, 11650-11653
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    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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