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

Davin Cardona, Laia and McLellan, Ross and Kennedy, Alan R. and Hevia, Eva (2017) Ligand-induced reactivity of β-diketiminate magnesium complexes for regioselective functionalization of fluoroarenes via C-H or C-F bond activations. Chemical Communications (85). pp. 11650-11653. ISSN 1359-7345 (https://doi.org/10.1039/C7CC07193K)

[thumbnail of Davin-etal-CC2017-Ligand-induced-reactivity-of-β-diketiminate-magnesium-complexes]
Preview
 Text. Filename: Davin_etal_CC2017_Ligand_induced_reactivity_of_diketiminate_magnesium_complexes.pdf
Final Published Version
License: Creative Commons Attribution 3.0 logo
Download (2MB)| Preview

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.

CORE (COnnecting REpositories)