AgCNBH2CN and AgCNBH(CN)2 were synthesized with AgCN in Me2S from Me2S·BH2CN and 4-cyanopyridine·BH(CN)2, respectively. These silver complexes were transformed into Na[BH2(CN)NC] and Na[BH(CN)2NC] salts. In these hydrolytically very stable borates the isocyano group proved to be the most reactive site. This observation was demonstrated by reactions with nucleophiles, namely H2S, NH4N3 and NH4SCN. In the first two cases isocyano group underwent transformation into -N(H)-C(H)=S and -1-(5H)tetrazolyl groups, respectively, which remarkably increase the stability of hydroborates towards acidic hydrolysis. Unlike alkyl- or arylisocyanides, isocyano groups here do not form ring in reaction with NH4SCN, but most probably transform into -N=C(H)-NCS groups. All compounds, including the E- and Z-isomers (where appropriate), were characterized by IR, 1H, 11B and 13C NMR spectroscopy.
- Multinuclear NMR
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Inorganic Chemistry
- Materials Chemistry