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Cationic Stannylenes: In Situ Generation and NMR Spectroscopic Characterization.

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The reaction of MeNHC (MeNHC = 1,3,4,5-tetramethylimidazolylidene, where NHC = N-heterocyclic carbene) adducts to organotin(II) hydrides Ar*SnH and Ar'SnH [Ar* = 2,6-Trip2C6H3, where Trip = 2,4,6-triisopropylphenyl; Ar' = 2,6-Mes2C6H3, where… Click to show full abstract

The reaction of MeNHC (MeNHC = 1,3,4,5-tetramethylimidazolylidene, where NHC = N-heterocyclic carbene) adducts to organotin(II) hydrides Ar*SnH and Ar'SnH [Ar* = 2,6-Trip2C6H3, where Trip = 2,4,6-triisopropylphenyl; Ar' = 2,6-Mes2C6H3, where Mes = 2,4,6-trimethylphenyl)] with Lewis acids such as B(C6F5)3 or [CPh3]+ allows the abstraction of hydride and thus the generation of cationic, dicoordinate bis(σ-C)-substituted stannylenes [ArSn(NHC)]+. The supposedly dicoordinate constitution of this cationic stannylene was investigated by NMR spectroscopy and further supported by density functional theory computations. For Ar'SnH(MeNHC), 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.

Keywords: cationic stannylenes; situ generation; generation; stannylenes situ; generation nmr; nmr spectroscopic

Journal Title: Inorganic chemistry
Year Published: 2017

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