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

被引：36

作者：

Ambroise, Y

Mioskowski, C

Djéga-Mariadassou, G

Rousseau, B ^{[1
]}

机构：

[1] CEA Saclay, Serv Mol Marquees, F-91191 Gif Sur Yvette, France

[2] Univ Paris 06, Lab React Surface, F-75252 Paris, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 21期

关键词：

D O I：

10.1021/jo0012243

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The catalytic hydrodeibdination 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-(triflubromethyl)-3-phenyldiazirine is described.

引用

页码：7183 / 7186

页数：4

共 45 条

[1] AN ELEGANT SYNTHESIS OF SOME NATURALLY-OCCURRING LINEAR ACETYLCHROMENES - EUPATORIOCHROMENE, METHYLEUPATORIOCHROMENE (ENCECALIN) - EVODIONOL AND METHYLEVODIONOL [J].