Using N-Heterocyclic Vinyl Ligands to Access Stable Divinylgermylenes and a Germylium Cation

Two efficient methods are presented to install σ- and π-electron-donating N-heterocyclic vinyl groups onto main-group elements (E): halosilane elimination and base-induced E-C bond formation. Placement of two NHC=CH^- ligands (NHC=N-heterocyclic carbene) onto a Ge^II center affords a two-coordinate germylene, a heavy congener of the elusive divinyl carbenes. The π-donating ability of this vinylic ligand scaffold was further demonstrated by the synthesis of a three-coordinate germylium cation R₃ Ge⁺ .