Synthesis and reactivity of tin amide complexes

A terminal tin amide and a terminal tin anilide complex, (BDI)SnN(iPr 2) and (BDI)SnN(H)Ar (Ar = 2,6-iPr2C 6H3), respectively, have been synthesized utilizing the bulky s-diketiminate ligand, [{N(2,6-iPr2C 6H3)C(Me)}2CH]-, or BDI, to stabilize the low coordinate divalent tin metal center. Only (BDI)SnN(iPr 2) reacts with phenylacetylene to yield (BDI)SnCCPh, but both species react with methyl triflate to give (BDI)SnOTf and carbon dioxide, resulting in the formation of (BDI)SnOC(O)N(iPr2) and (BDI)SnOC(O)N(H)Ar.