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-iPr2C6H3N)2}­Si] (1) with triphenylsilanol
and pentafluorophenol in a 1:2 molar ratio resulted in quantitative
yields of the pentacoordinate silicon-containing compounds [CH­{(CMe)2(2,6-iPr2C6H3N)2}­Si­(H)­{OSiPh3}2] (2) and [CH­{(CMe)2(2,6-iPr2C6H3N)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 EI-MS spectrometry. In their
solid-state structures the silicon atom is tetracoordinate in 2, whereas it is pentacoordinate in 3.