The synthesis of an oligo(silanimine) is described. The reaction of the amidinato silylene [LSiN-(SiMe3)(2)] (1, L = PhC(NtBu)(2)) with SiI4 in toluene afforded a mixture of the silanimine [LSi(I)NSiI3] (2), SiMe3I, and Si2I6. The mechanistic studies showed that 1 reacts with SiI4 to form the silyl ionic intermediate "{LSi(I)N(SiMe3)(2)}(+) {SiI3}(-n), which then eliminates SiMe3I and "SiI2" to form the silanimine intermediate "LSi(I)NSiMe3". It further undergoes a substitution with another molecule of SiI4 to form a mixture of 2 and SiMe3I. In addition, "SiI2" undergoes an oxidative addition with SiI4 to form Si2I6. Subsequently, compound 2 reacted with [LiN(SiMe3)Ar] to form the silanimine [LSi(I)NSiI2N(SiMe3)Ar] (6, Ar = 2,6-iPr(2)C(6)H(3)), which was then treated with KC8 to give the donor acceptor stabilized tetra(silanimine) [LSiN(SiMe3)SiNAr](2) (7). It comprises four formal silanimine ">Si=N-" units, which are linked together. Compounds 2, 6, and 7 were characterized by NMR spectroscopy and X-ray crystallography.