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Deuterium-labelled compounds were prepared by (transfer) deuterogenation of unsaturated compounds using H(2) or HCO(2)H in acidic D(2)O as deuterium source with almost quantitative yields and high deuterium contents under mild reaction conditions via heterolytic cleavage of H(2) (or decomposition of HCO(2)H) and rapid H(+)/D(+) exchange using iridium catalysts with 4,4'-dihydroxy-2,2'-bipyridine.
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Himeda et al. (2009) studied this question.
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