A Tin Analogue of Carbenoid: Isolation and Reactivity of a Lithium Bis(imidazolin‐2‐imino)stannylenoid

The lithium bis(imino)stannylenoid (NIPr) 2 Sn(Li)Cl ( 1 ; NIPr=bis(2,6‐di iso propylphenyl)imidazolin‐2‐imino) was prepared by the reaction of LiNIPr with 0.5 equiv of SnCl 2 ⋅diox (diox=1,4‐dioxane) and the ambiphilic character of the compound was demonstrated by investigations into its reactivity. Treatment of 1 with I 2 or MeI yielded the oxidative addition products (NIPr) 2 SnI 2 and (NIPr) 2 Sn(Me)I, respectively. In contrast, the reaction of 1 with one equivalent of Me 3 SiCl resulted in the formation of Me 3 SiNIPr and the chlorostannylene dimer [NIPrSnCl] 2 . Moreover, the substitution reaction of compound 1 with MeLi led to the formation of the methyl‐substituted stannate (NIPr) 2 Sn(Li)Me.