Phenylhydrazine-borane adduct - Characterized in the solid state and in solution

The 1:1 phenylhydrazine–borane ad- duct, obtained from phenylhydrazine and sodium borohydride in acidic solution, was investigated by IR, NMR spectroscopy, and MS spectrometry. Ab ini- tio MO calculations indicated the isomer in which the boron center is attached to the primary amino group as the more stable. This forecast was con- firmed by solution-state 1H, 11B, 13C, and 15N NMR spectroscopy, in agreement with the molecular struc- ture in the solid state determined by X-ray analy- sis.