Cationic Stannylenes: In Situ Generation and NMR Spectroscopic Characterization
| Autor: | Lars Wesemann, Christian P. Sindlinger, Frederik S. W. Aicher |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Steric effects
010405 organic chemistry Chemistry Hydride Cationic polymerization Protonation Nuclear magnetic resonance spectroscopy 010402 general chemistry Photochemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences Adduct Inorganic Chemistry chemistry.chemical_compound Lewis acids and bases Physical and Theoretical Chemistry Carbene |
| Zdroj: | Inorganic chemistry. 56(1) |
| ISSN: | 1520-510X |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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