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 reduc...
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Published in | Journal of organic chemistry Vol. 65; no. 21; pp. 7183 - 7186 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
WASHINGTON
American Chemical Society
20.10.2000
Amer Chemical Soc |
Subjects | |
Online Access | Get full text |
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Summary: | 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. |
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Bibliography: | istex:D196EC167BA5314F244128CE136939FA7507F549 ark:/67375/TPS-7NMVPN2G-2 |
ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/jo0012243 |