This review highlights the recent advances in the functionalization of polyfluoro(aza)aromatics via both transition metal-catalyzed and metal-free C–C coupling reactions for the period from 2006 to the beginning of 2021.
Methodology of nucleophilic substitution
of hydrogen (SN
H) was first applied
for the direct modification of nonaromatic 2H-imidazoles
to afford novel polyfluoroarylated azaheterocycles. Scope, tolerance
for these transition-metal-free C–H/C–Li coupling reactions,
and photophysical properties for the novel 4-(perfluorophenyl)-5-aryl-2H-imidazoles were comprehensively studied. In particular,
some of the obtained perfluoroaryl-substituted 2H-imidazoles were found to be of particular interest as promising
push–pull fluorophore systems in the design of fluorometric
sensor materials due to the effect of intramolecular charge transfer.
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