N-heterocyclic carbenes (NHCs) are well-known in catalysis and main group chemistry. There have been numerous reports on NHC based organocatalysts or on transition metal catalysts for novel and efficient organic transformations. More interestingly, NHCs have been intensively explored for stabilizing unstable species such as radicals and zerovalent nonmetal species, and for activating small molecules such as CO, H2, NH3, N2O, etc. We found that NHCs stabilize nitric oxide (NO) radical in a solution phase to form stable NHC NO radicals. Full characterization of the compounds including X-ray crystallography, EPR, and cyclic voltammetry will be discussed in addition to the mechanistic studies and NO transfer experiments. Inspired by this work, we have explored NHC chemistry further as new platforms for novel chemistry such as N-heterocyclization of TCNEs, synthesis of triazenyl radical, C-F bond activations, metal-organic frameworks, etc. I will discuss those in detail in the seminar.