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

preprint
submitted on 18.06.2019, 23:36 and posted on 19.06.2019, 16:23 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