Alkylideneamido-derivatives of metals and metalloids. Part III. The chemistry of alkylideneamino(trimethyl)stannanes

Abstract

The chemistry of the alkylideneamino(trirnethyl)stannanes Me₃Sn–N:CR₂(R = CF₃, Bu^t, Ph, and p-Me·C₆H₄)(R = CF₃ and p-Me·C₆H₄ are new compounds) is described and it is clear that they have synthetic utility. They react with (i) protic compounds HA (to yield Me₃SnA), including HA = H₂O, ROH, PhC⋮CH, and C₆F₅H; (ii) metal hydrides LMH to give, usually, Me₃Sn–ML complexes; (iii) metal chlorides LMCl to give, usually, LM–N:CR₂ complexes; and (iv) unsaturated compounds X:Y (to yield 1 : 1-insertion adducts, in an alkylideneamine catalysed reaction), including X:Y = PhNCO and CH₂:CHCN. With regard to (i) and (iv), reactivity decreases in the sequence Me₃SnN:CBu^t₂ > Me₃SnN:CAr₂ > Me₃SnN:C(CF₃)₂, but the reverse order holds for (iii); Me₃SnNMe₂ has similar reactivity to Me₃SnN:CBu^t₂.