The reaction of (NHC)-N-Me ((NHC)-N-Me = 1,3,4,5-tetramethylimidazolylidene, where NHC = N-heterocyclic carbene) adducts to organotin(II) hydrides Ar*SnH and Ar'SnH [Ar* = 2,6-Trip(2)C(6)H(3), where Trip = 2,4,6-triisopropylphenyl; Ar' = 2,6-Mes(2)C(6)H(3), where Mes = 2,4,6-trimethylphenyln with Lewis acids such as B(C6F5)(3) or [CPh3](+) allows the abstraction of hydride and thus the generation of cationic, dicoordinate bis(sigma-C)-substituted stannylenes [ArSn(NHC)](+). The supposedly dicoordinate constitution of this cationic stannylene was investigated by NMR spectroscopy further supported theory computations. For Ar'SnH((NHC)-N-Me), the generated cation was found to be inadequately sterically encumbered, allowing the formation of an adduct, [Ar'(NHC)Sn-Sn(H)(NHC)Ar'](+), which can be described as the protonated bis(NHC) adduct to the formal 1,2-distannyne.