Controllable deuteration of halogenated compounds by photocatalytic D₂O splitting.

ABSTRACT: Deuterium labeling is of great value in organic synthesis and the pharmaceutical industry. However, the state-of-the-art C-H/C-D exchange using noble metal catalysts or strong bases/acids suffers from poor functional group tolerances, poor selectivity and lack of scope for generating molecular complexity. Herein, we demonstrate the deuteration of halides using heavy water as the deuteration reagent and porous CdSe nanosheets as the catalyst. The deuteration mechanism involves the generation of highly active carbon and deuterium radicals via photoinduced electron transfer from CdSe to the substrates, followed by tandem radicals coupling process, which is mechanistically distinct from the traditional methods involving deuterium cations or anions. Our deuteration strategy shows better selecti

SUBMITTER: Liu C 

PROVIDER: S-EPMC5758826 | biostudies-literature | 2018 Jan

REPOSITORIES: biostudies-literature