Exchange of deuterium for hydrogen during the reaction of dimethylamine-N-d-borane with halogenating agents

During the reaction of dimethylamine-N-d-borane with chlorine considerable exchange of hydrogen for deuterium on nitrogen occurred. An extensive investigation of the halogenation reactions of dimethylamine-N-d-borane indicated that the exchange process occurred via the loss of deuterium chloride from a molecule activated as a result of halogenation. The extent of substitution of hydrogen for deuterium in the products of these reactions was estimated by comparing NMR and IR spectra