Several group 16 adducts of the type ((WCA-IDipp)E]Li(solv.) that bear an anionic N-heterocyclic carbene ligand with a weakly coordinating borate moiety (WCA-IDipp, WCA = B(C6F5)(3), IDipp = 1,3-bis(2,6-diiso-propylphenyl)imidazolin-2-ylidene, E = O, S, Se, Te) were prepared. This was achieved by deprotonation of the corresponding ketone (IDipp)0 or thione (IDipp)S with n-BuLi and subsequent reaction with B(C6F5)(3) or by direct reaction of IWCA-IDipp]Li(toluene) with elemental Se or Te. The oxygen, sulfur and selenium adducts can be protonated to give derivatives (WCA-IDipp)EH (E = O, S, Se), whereas the oxidation of the sulfur and selenium adducts yielded neutral disulfide and diselenide species (WCA-IDipp)(2)E-2 (E = S, Se).