Synthesis and Reactivity of a Base-Free N-Heterocyclic Silanimine

Reaction of the N-heterocyclic silylene (HCNDipp)(2)Si(1, Dipp = 2,6-iPr(2)C(6)H(3)) with the terphenyl azide ArN3(Ar = 2,6-Mes(2)C(6)H(3), Mes = 2,4,6-Me3C6H2) in THF yielded the base-free silananine (HCNDipp)(2)Si=NAr (2) with the almost linear Si=NC geometry in high yield. Reaction of 2 with sulfur and H2O resulted in the 1,3-addition of S-2 to the C2N2Si ring and 1,2-addition of H2O to the Si=N bond, respectively.