Catalytic transfer deuteration using 10% Pd/C and 2-propanol-d8 as the deuterium source

CHED 390

Nathanael K. Kokes, Mary K. Teague, and Robert C. Mebane, robert-mebane@utc.edu. Department of Chemistry, Dept #2252, University of Tennessee at Chattanooga, 615 McCallie Ave, Chattanooga, TN 37403
In the past we have shown that organic molecules can be deuterated by catalytic transfer hydrogenation using Raney nickel and 2-propanol-d8 as the source of deuterium. We have now extended this work to the deuteration of aromatic compounds via the hydrogenolysis of aryl chlorides using 10% Pd on carbon and 2-propanol-d8 as the source of deuterium. Results on the catalytic transfer deuteration (CTD) of a number of aryl chlorides will be presented. The extent of deuteration was determined by gc/ms.