The reaction of GeI2, SnCl2, or PbCl2 with two equivalents of lithium aminoboratabenzenes in diethyl ether affords the new sandwich compounds Pb(3,5-Me2C5H3BNMe2)2 (4) and E[3,5-Me2C5H3BN(SiMe3)2]2 (5: E = Ge, 6: E = Sn, 7: E = Pb). While compound 4 undergoes a redox ligand coupling reaction at ambient temperature to give lead black and ligand dimers, the bis(trimethylsilyl)amino compounds 5−7 are thermally stable, and coupling products are only detected under the conditions of mass spectrometry. This difference in stability can be attributed to the different perturbation effects which the B-amino groups exert on the electronic properties of the boratabenzene rings. Crystal structure determinations reveal that the compounds 5−7 possess a monomeric bent-sandwich geometry in the solid state with facially bonded boratabenzenes. The E−C distances span rather large ranges [5: 2.320−2.939(4) Å; 6: 2.519−3.033(9) Å; 7: 2.632−3.054(7) Å]; the central element E is always particularly close to one of the two α-C atoms and displays intermediate E−B distances.