The reaction of N‐heterocyclic carbenes, 1a–c, towards cyclopentadienes, 2a–c, was studied. N,N′‐diisopropyl‐substituted carbene 1a acts as a Brønsted base and deprotonates cyclopentadiene, 2a, and isopropylcyclopentadiene, 2b, to yield the corresponding imidazolium cyclopentadienide salts, 3a,b, whereas there is no reaction towards 1,2,3,4,5‐pentamethylcyclopentadiene. Imidazolium cyclopentadienide salts, 3a,b, were characterized in solution by 1H and 13C NMR spectroscopy, as well as in the solid state by single‐crystal X‐ray diffraction. In addition, it was demonstrated that imidazolium cyclopentadienide salt 3a can be used as a Cp‐transfer reagent in the synthesis of different cyclopentadienyl transition metal complexes.