Reaction of imidazolium-linked ortho-cyclophanes with nickel(II) and pallad
ium(II) salts in the presence of acetate base led to the formation of compl
exes where a metal centre is bound by a pair of heterocyclic carbenes which
themselves are part of a cyclophane skeleton. These cyclophane-metal compl
exes have been characterised by NMR spectroscopy and (for five complexes) X
-ray diffraction studies. The complexes are highly active as promoters of H
eck and Suzuki couplings, with preliminary studies showing Heck reactions w
ith turnover numbers approaching 10(7).