The synthesis and isolation of stable main group radicals remains an ongoing challenge. Here we report the application of frustrated Lewis pair chemistry to the synthesis of boron-containing radicals. H-2 activation with polyaromatic diones and 13(C6F5)(3) leads to radical formation in good yields. These or are robust; they do not decompose on silica gel or react with 02 and are stable at 35 degrees C under N-2 indefiritely. The mechanism of formation is explored experimentally, with support from DFT calculations. EPR and. UV/vis spectroscopy as well as cyclic voltarnmetry data are provided, and the radicals are shown to react with cobaltocenes in one-electron chemical reductions to their,corresponding borate anions.