The Reactivity of Potassium Polyfluoroaryl‐, Polyfluoroalkenyl‐, and Perfluoroalkyltrifluoroborates and their Hydrocarbon Analogues towards Acids of Different Strength: A Systematic Study of the Hydrodeboration

The hydrodeboration of the (fluoroorgano)trifluoroborates K [R_FBF₃] [R_F = C₆F₅, XCF=CF (X = F, cis‐ and trans‐Cl, C₃F₇O, cis‐C₂F₅, trans‐C₄F₉, ‐C₄H₉) and C₆F₁₃] and of the organotrifluoroborates K [RBF₃] (R = C₆H₅, cis‐ and trans‐C₄H₉CH=CH, C₄H₉ and C₈H₁₇) with CH₃CO₂H (100 %), CF₃CO₂H (100 %), aqueous HF and anhydrous HF was investigated. In the alkenyltrifluoroborates K [R'CF=CFBF₃] the formal replacement of BF₃ by a proton occurred stereospecifically under retention of the configuration. The ¹⁹F NMR spectra of K [R_FBF₃] in acids indicate strong interactions of the BF₃ group with protons or acid molecules.