New series of macrocyclic Schiff‐base lanthanide(III), yttrium(III), and cadmium(II) complexes, [M(1)]Xn (X = NO 3–, M = Y, Ln = La–Yb except Pm and Dy; X = ClO 4–, M = Cd, La, Ce, Pr, Sm, Gd, or Er) and [M(3)]Xn (X = NO 3–, M = Dy; X = ClO 4–, M = Er and Cd), have been prepared by cyclocondensation of O1,O7‐bis(2‐formylphenyl)‐1,4,7‐trioxaheptane with O1,O7‐bis(2‐aninyl)‐1,4,7‐trioxaheptane (1) or tris(2‐aminoethyl)amine (3) in the presence of the appropriate metal salt as a template agent. The Schiff‐base macrocycles 1 and 3 are also formed in the absence of a metal ion. Treatment of 1 with NaBH4 in methanol gives the diamine macrocycle 2. The reactions of LnIII, CdII, and YIII ions with 2 have also been investigated. The crystal structures of the monoprotonated ligand 2 and of the complex [Cd(3)](ClO4)2 have been determined by X‐ray diffraction analysis.