Abstract
This study reviews our work on novel approaches for carrying out hydrogen-deuterium (H-D) exchange reactions, culminating in a process to produce extremely pure deuterated organic compounds using solid (polymeric) reagents, e.g., cation exchangers in the deuterium form pre-swollen in deuterium oxide (D2O). H-D exchange reaction carried out by cation-exchange deuterating agents in a tri-phase liquid-liquid-solid systems (TMAB solution in CCl4-D2O-resin in the D-form) is accompanied by significant hydrolysis of both TMAB and TMAB-d3 (deuterated TMAB). Substitution of the liquid aqueous phase by D2O taken up by the swollen resin phase eliminates the hydrolytic side-reaction. Hydrogen-deuterium exchange reaction on TMAB catalyzed by cation-exchange resins or membranes under batch or under dynamic conditions, in columns, results in 100% yield of spectroscopically pure TMAB-d3.
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