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A Simplified Protocol for the ortho-Deuteration of Acidic Aromatic Compounds in D2O

preprint
submitted on 18.06.2019 and posted on 19.06.2019 by Alyssa Garreau, Hanyang Zhou, Michael Young
Methods to catalytically introduce deuterium in synthetically useful yields ortho to a carboxylic acid directing group on arenes typically requires D2 or CD3CO2D, which makes using these approaches cost prohibitive for large scale synthesis (equipment and reagent costs respectively). Herein we present a simplified approach using catalytic RhIII and D2O as deuterium source, and show its application to H/D exchange on various acidic substrates.

Funding

ACS Herman Frasch Foundation (830-HF17)

The University of Toledo Start-up Funding

History

Email Address of Submitting Author

michael.young8@utoledo.edu

Institution

The University of Toledo

Country

United States of America

ORCID For Submitting Author

0000-0002-3256-5562

Declaration of Conflict of Interest

No conflicts of interest.

Exports