Chiral tetraaza macrocyclic nickel(II) and palladium(II) complexes 2a-e, containing one or two (R,R)-(-)-1,2-cyclohexanediyl bridges, were synthesized by template condensation reactions and characterized by H-1 and C-13 NMR, IR, UV-vis, and mass spectrometry. The electrophilic reactivity of 2a was explored. Crystal structures of Ni complex 2b and metal-free ligand 5 were determined by single-crystal X-ray diffraction.