Consequences of affinity in heterogeneous catalytic reactions: highly chemoselective hydrogenolysis of iodoarenes
The catalytic hydrodeiodination reaction using molecular hydrogen and Pd/C has been revisited. It is shown, for the first time, that the chemoselectivity of this reaction is controlled by the high affinity of the iodinated compound for the catalyst. This reaction is compatible with most easily reducible functional groups (nitro, aldehyde, olefin, etc.). Using this reaction, the first general method for tritium labeling of 3-(trifluoromethyl)-3-phenyldiazirine is described.
Ambroise
Y
Service des Molecules Marquees, CEA/Saclay, 91191 Gif sur Yvette, France, and Laboratoire de Reactivite de Surface, Universite Pierre et Marie Curie, 4 place Jussieu, 75252 Paris, France.
Mioskowski
C
Djega-Mariadassou
G
Rousseau
B