Reactivity of organogermanium and organotin trihydrides

Abstract

The organogermanium and organotin trihydrides (TbbEH₃) [E = Ge (3), Sn (7)] with the Tbb substituent were synthesized by hydride substitution (Tbb = 2,6-[CH(SiMe₃)₂]₂-4-(t-Bu)C₆H₂). Deprotonation of the organoelement trihydrides 3 and 7 was studied in reaction with bases MeLi, BnK and LDA (Bn = benzyl, LDA = lithium diisopropylamide) to yield the deprotonation products (8–11) as lithium or potassium salts. Hydride abstraction from TbbSnH₃ using the trityl salt [Ph₃C][Al(OC{CF₃}₃)₄] gives the salt [TbbSnH₂][Al(OC{CF₃}₃)₄] (12) which was stabilized by thf donor ligands [TbbSnH₂(thf)₂][Al(OC{CF₃}₃)₄] (13). Tintrihydride 7 reacts with trialkylamine Et₂MeN to give as the product of a reductive elimination of hydrogen the distannane (TbbSnH₂)₂ (14). Transfer of hydrogen was observed in reaction of trihydrides TbbEH₃ (E = Ge, Sn) and Ar*GeH₃ with N-heterocyclic carbene (NHC). The NHC adduct TbbSnH(^iPrNHC) (15) was synthesized at rt and the germanium hydrides exhibit hydrogen transfer at higher temperatures to give Ar*GeH(^MeNHC) (16) and TbbGeH(^MeNHC) (17).