Organic Amides as Suitable Precursors to Stabilize Stannylenes

Abstract

This contribution demonstrates that deprotonated amides (amidates) can be used to stabilize stannylenes. Thus, the dimeric stannylene [Sn2{μ-tBuNC(O)tBu}2Cl2] (1) was obtained by treating Li{tBuNC(O)tBu} with 1 equiv of SnCl2. Chloride exchange reactions of 1 with Li{tBuNC(O)tBu} and Li(HMDS) (HMDS = N(SiMe3)2) lowered aggregation, affording the monomeric tetra- and tricoordinated tin(II) derivatives [Sn{tBuNC(O)tBu}2] (2) and [Sn{tBuNC(O)tBu}(HMDS)] (3), respectively. Alternatively, 3 can be prepared by direct deprotonation of the amide with Sn(HMDS)2. Compounds 1–3 are stannylenes that contain an unprecedented SnNCO four-membered ring.