Reactivity of an NHC‐Stabilized Silylene towards Lewis Acids and Lewis Bases

Publisher: John Wiley & Sons Inc

E-ISSN: 1099-0682|2016|25|4123-4127

ISSN: 1434-1948

Source: EUROPEAN JOURNAL OF INORGANIC CHEMISTRY (ELECTRONIC), Vol.2016, Iss.25, 2016-09, pp. : 4123-4127

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Abstract

The reactivity of N‐heterocyclic carbene stabilized (NHC‐stabilized) aminochlorosilylene ArN(SiMe3)Si(IiPr)Cl (1, Ar = 2,6‐iPr2C6H3, IiPr = 1,3‐diisopropyl‐4,5‐dimethylimidazol‐2‐ylidene) with selected Lewis acids and Lewis bases is described. Treatment of 1 with BH3·THF yielded 1·BH3 (2) quantitatively. Compound 2 is a rare example of an air‐insensitive silylene–borane adduct showing both acidic and basic properties of chlorosilylene in a single molecule. Crystals of 1–(CH2)3CH2OB(C6F5)3 (3) were obtained from the reaction of 1 with B(C6F5)3 in THF. For the first time, a frustrated Lewis pair (FLP) composed of a silylene and a substituted borane was observed to activate small molecules. Reaction of 1 with IMe4 (IMe4 = 1,3,4,5‐tetramethylimidazol‐2‐ylidene) at room temperature afforded silylene ArN(SiMe3)Si(IMe4)Cl (4), which represents a rare example of an NHC‐stabilized silylene synthesized through ligand exchange.