The first reversible and regiospecific H/D exchange promoted by CuI proceeds in weakly coordinating deuterated “acidic” solvents, such as [D6]acetone or [D4]methanol (see scheme). The kinetics of the reaction have been studied in both directions (H/D and D/H exchange) by 1H and 2H NMR spectroscopy, and a molecular mechanism is proposed that is in accordance with all experimental and theoretical data.
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Ribas et al. (2006) studied this question.
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