Bis(amino)cyclopropenium Trifluoroborates: Synthesis, Hydrolytic Stability Studies, and DFT Insights.

A simple and direct two-step synthesis of bis(amino)cyclopropenium trifluoroborate (BAC-BF3) derivatives from readily available reagents is reported. Hydrolysis studies revealed these BAC-BF3 derivatives were remarkably stable toward defluorination. Notably, this first study of BAC-BF3 adduct hydrolytic stability establishes the compounds reported herein possess half-lives ( t1/2) exceeding 0.23 × 106 min (∼160 days). Density functional theory (DFT) and quantum theory of atoms in molecules (QTAIM) calculations exploring the basis of this high stability are described.