α,α′-diamino- p-tetrafluoroquinodimethane: stability of one- and two-electron oxidized species and fixation of molecular oxygen

Abstract

Herein, we report the synthesis, characterization, and reactivity of α,α′-diamino-p-tetrafluoroquinodimethane, a p-tetrafluorophenylene-bridged monosubstituted carbene-based Thiele's hydrocarbon A. The compound exhibits a reversible two-step one-electron oxidation with a marginally stable radical cation state B. The in situ formation of the radical cation could be confirmed by electron paramagnetic resonance spectroscopy.