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

19 June 2019, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


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.


H/D Exchange
C-H Activation
Rh Catalysis
Green Chemistry

Supplementary materials

Benzoic Acid Deuteration - Supporting Information - ChemRxiv


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