Reactions of racemic (±)-trans-1,2-(NHSiMe₃)₂-cyclohexane ((±)-trans-1,2-Cy(NHSiMe₃)₂) with 2 equiv of AlMe₃, 2 equiv of ZnEt₂, and 1 equiv of ZnEt₂ produce the dinuclear aluminum complex {(±)-trans-Cy(NSiMe₃)₂}Al₂Me₄ (1) in 88% yield, the tetranuclear zinc complex {(±)-trans-Cy(NSiMe₃)₂}₂Zn₄Et₄ (2) in 87% yield, and the dinuclear zinc complex {(±)-trans-Cy(NHSiMe₃)(NSiMe₃)}₂Zn₂Et₂ (3) in 77% yield, respectively. Complex 1 features a puckered four-membered Al₂N₂ ring exhibiting a smaller N−Al−N angle (77.6(1)°) than any other dimeric alkyl aluminum amide reported. Complex 2 consists of four three-coordinate, planar zinc centers, two of which are symmetrically bonded to two amide groups via intramolecular Zn−N coordination, whereas the other two are nearly symmetrically bonded to two amide groups through intermolecular Zn−N coordination. In complex 3, there are a center of symmetry and a planar four-membered Zn₂N₂ core. The zinc alkyls 2 and 3 are effective initiators for polymerization of ε-caprolactone and l-lactide, while 1 and 2, upon activation with Al(C₆F₅)₃, are highly active for polymerization of methyl methacrylate.