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Catalytic Generation and Chemoselective Transfer of Nucleophilic Hydrides from Dihydrogen
Authors:Dr Felix Pape  Lea T Brechmann  Jun-Prof Dr Johannes F Teichert
Institution:1. Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 115, 10623 Berlin, Germany;2. Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 115, 10623 Berlin, Germany

These authors contributed equally to this work.

Abstract:Copper(I)–N-heterocyclic-carbene (NHC) complexes enabled the catalytic generation of nucleophilic hydrides from dihydrogen (H2) and their subsequent transfer to allylic chlorides. The highly chemoselective catalyst displayed no concomitant hydrogenation reactivity; in fact, the terminal double bond formed in the hydride transfer remained intact. Switching to deuterium gas (D2) allowed for regioselective monodeuteration with excellent isotope incorporation.
Keywords:catalysis  copper  deuterium  hydride  hydrogen
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