Reactions of nucleophilic addition of primary amines to the nitrilium derivative of the closo-decaborate anion [2-B10H9(N≡CCH3)

Abstract

Compounds (Bu4N)[2-B10H9{NH=C(NHR)CH3}]− are obtained by reactions of the tetrabutylammonium salt of the [2-B10H9(N≡CCH3)]− anion with aliphatic and aromatic primary amines RNH2 (R = n-C3H7, n-C4H9, cyclo-C5H9, C6H5, cyclo-C6H11, n-C6H13, C7H7, C8H8NH2, C6H4NO2, and C18H37) and identified by IR, ESI/MS, and NMR (1H, 11B, and 13C) spectroscopy. The structures of the amidine-type derivatives [2-B10H9{Z-NH=C(NH-cyclo-C5H9)CH3}]− and [2-B10H9{Z-NH=C(NH-C7H7)CH3}]− are determined by X-ray diffraction.