Consequences of affinity in heterogeneous catalytic reactions: Highly chemoselective hydrogenolysis of iodoarenes

Authors
Ambroise, Y Mioskowski, C Djega-Mariadassou, G Rousseau, B
Citation
Y. Ambroise et al., Consequences of affinity in heterogeneous catalytic reactions: Highly chemoselective hydrogenolysis of iodoarenes, J ORG CHEM, 65(21), 2000, pp. 7183-7186
Citations number
44
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
65
Issue
21
Year of publication
2000
Pages
7183 - 7186
Database
ISI
SICI code
0022-3263(20001020)65:21<7183:COAIHC>2.0.ZU;2-#
Abstract
The catalytic hydrodeibdination reaction using molecular hydrogen and Pd/C has been revisited. It is shown, for the first time, that the chemoselectiv ity of this reaction is controlled by the high affinity of the iodinated co mpound for the catalyst. This reaction is compatible with most easily reduc ible functional groups (nitro, aldehyde, olefin, etc:). Using this reaction , the first general method for tritium labeling of 3-(triflubromethyl)-3-ph enyldiazirine is described.