Reactivity Studies of a Stable N-Heterocyclic Silylene with Triphenylsilanol and Pentafluorophenol

The reaction of the stable N-heterocyclic silylene [CH{(C= CH2)(CMe)(2,6-iPr(2)C(6)H(3)N)(2)}Si] (1) with triphenylsilanol and pentafluorphenol in a 1:2 molar ratio resulted in quantitative yields of the pentacoordinate silicon-containing compounds [CH{(CMe)(2)(2,6-iPr(2)C(6)H(3)N)(2)}Si(H){OSiPh3}(2)] (2) and [CH{(CMe)(2)(2,6-iPr(2)C(6)H(3)N)(2)}Si-(H){OC6F5}(2)] (3), respectively. Compounds 2 and 3 were formed by O H bond activation of triphenylsilanol and pentafluorophenol. They were characterized by elemental analysis, NMR spectroscopy, and E1-MS spectrometry. In their solid-state structures the silicon atom is tetracoordinate in 2, whereas it is pentacoordinate in 3.