Stable N-heterocyclic carbenes are generated starting from 5,17-(bis-imidazolium)-substituted calix[4]arenes. Addition of Pd(OAc) 2 to these carbenes leads to macrocyclic cis-palladium chelate complexes in which the distal bridging of the upper rim leads to a strong distortion of the calix[4]arene skeleton which was proven by X-ray crystal structure deter-