Liqun Hu, Yao Xiang, Qing Huang, Hui Zhou* and Youwei Xie*,
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Late-Stage C–H Deuteration of (Hetero)Arenes via Deuterium-Bonding Enhanced Rhenium Catalysis
We describe in this work a Re2O7-catalyzed nondirected C–H deuteration of arenes and heteroarenes. This process was facilitated via a network of deuterium bonds with AcOD that also serves as an inexpensive deuterium source. With this operationally facile protocol, various arenes could be deuterated with a high level of isotope incorporation. Compared to other acid-mediated C–H deuterations, rhenium catalysis makes weak acid AcOD a powerful deuterium reagent for a broad substrate scope and at the same time shows significantly improved functional group tolerance due to its relatively low acidity, which was exemplified in the late-stage isotopic labeling of various pharmaceuticals and biologically active molecules. 1H NMR and DFT calculations were carried out to study the role of deuterium bonding.
期刊介绍：
ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels.
The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.
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