Having established that the central carbon of carbene dication 1 2+ is the dominant electrophilic site for the initial nucleophilic attack, we were curious to ascertain the position for which a second nucleophile would react. With this in mind, we first treated 1 2+ with H -(via H3B•NEt3), and subsequently with C6F5 -(via C6F5MgBr) and observed the formation of the neutral compound 8 (Fig. ). 8 features both nucleophilic components on its central carbon, confirming the presence of two accessible coordination sites on the dicoordinate carbon center of 1 2+ . In fact, 8 can also be attained via the reaction of parent bis(imino)carbene 1 with C6F5H 7 , fully consistent with the description of 1 2+ as bis(imino)carbene dication. Next, we wondered whether the central carbon of 1 2+ can also engage in a double bond. Employing Na-OSiMe3 as O 2-transfer reagent afforded the neutral bis(imino)carbonyl compound 2 (Fig. ), further corroborating the existence of both vacant orbitals on the central carbon.