Synthesis and reactivity of tin amide complexes

A terminal tin amide and a terminal tin anilide complex, (BDI)SnN(iPr2) and (BDI)SnN(H)Ar (Ar = 2,6-iPr2C6H3), respectively, have been synthesized utilizing the bulky β-diketiminate ligand, [{N(2,6-iPr2C6H3)C(Me)}2CH]−, or BDI, to stabilize the low coordinate divalent tin metal center. Only (BDI)SnN(iPr2) 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.

A terminal tin amide and a terminal tin anilide complex, (BDI)SnN(iPr2) and (BDI)SnN(H)Ar (Ar = 2,6-iPr2C6H3), respectively, have been synthesised utilising the bulky β-diketiminate ligand, [{N(2,6-iPr2C6H3)C(Me)}2CH]−, or BDI, to stabilise the low coordinate divalent tin metal center. Only (BDI)SnN(iPr2) 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.Figure optionsDownload as PowerPoint slideResearch highlights
► Terminal tin-amide and -anilide complexes, (BDI)SnN(iPr2) and (BDI)SnN(H)Ar, were synthesized.
► Only tin-amide reacts with phenylacetylene.
► Both complexes react with MeOTf to give (BDI)SnOTf.
► Both complexes insert carbon dioxide into a Sn–N bond.