Hydrolysis of nitrilium derivatives of the closo-decaborate anion [2-B10H9(N≡CR)]– (R = CH3, C2H5, C(CH3)3, or C6H5)

Abstract

Reaction of tetrabutylammonium salts of [2-B₁₀H₉(N≡CR)]^– (R = CH₃, C₂H₅, C(CH₃)₃, or C₆H₅) anions with water results in N-borylated iminols (Bu₄N)[2-B₁₀H₉NH=C(OH)R], and in the presence of an alkali, corresponding N-substituted amides (Bu₄N)₂[2-B₁₀H₉NH-C(=O)R] are formed. The compounds obtained are identified by IR, ESI/MS, and ¹H, ¹¹B, and ¹³C NMR spectroscopy. The crystal structure of compound (Bu₄N)[2-B₁₀H₉(Z-{NHC(OH)C₂H₅})] is studied by X-ray diffraction.