Carbene dications (R2C 2+ ) -doubly oxidized carbenesare hitherto hypothetical species that have never been discussed in the literature (Fig. ). This might be due to the transient nature of the carbene radical cations, which decompose/react before the second oxidation could occur. Carbene dications possess two vacant orbitals around the dicoordinate carbon atom, rendering them isoelectronic with borinium ions (R2B + ) , an extremely electron-deficient class of boron cations . However, carbene dications bear an additional positive charge, thus they are expected to be significantly more electrophilic.