N-heterocyclic carbenes (NHCs) are well known to stabilize main group radicals due to their π-conjugating effect . Recently, our group reported the stable N-heterocyclic carbene nitric oxide (NHCNO) radicals A (Scheme 1), which can be also regarded as iminoxyl radicals stabilized by NHCs . Interestingly, A reacts with series of silyl triflate to generate the corresponding radical cations B. The structures of the unprecedented silyl oxime ether radical cations were determined by X-ray crystallography, which revealed the delocalization of spin density through planar (imidazole ring)–N–O–Si group. Synthesis, characterization, and reactivity of the radical cations will be discussed.
 Song, H.; Kim, Y.; Park, J.; Kim, K.; Lee, E., Synlett 2016, 27, 477.
 Park, J.; Song, H.; Kim, Y.; Eun, B.; Kim, Y.; Bae, D. Y.; Park, S.; Rhee, Y. M.; Kim, W. J.; Kim, K.; Lee, E., J. Am. Chem. Soc. 2015, 137, 4642.