CATALYTIC HYDROGENOLYSIS OF CYCLOPROPANES - METAL INSERTION INTO A SATURATED CARBON-CARBON BOND AS THE KEY STEP

被引:7
作者
BESSARD, Y [1 ]
SCHLOSSER, M [1 ]
机构
[1] UNIV LAUSANNE,INST CHIM ORGAN,RUE BARRE 2,CH-1005 LAUSANNE,SWITZERLAND
关键词
D O I
10.1016/S0040-4020(01)86379-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Hydrogenolytic ring cleavage of gem-difluorocyclopropanes occurs exclusively at the carbon-carbon bond opposite to the halogen-bearing center and affords mainly gem-difluoroalkanes. The intermediacy of catalyst/cyclopropane derived adducts (e.g., palladacyclobutanes or 1,3-dipalladiopropanes) is postulated in order to rationalize the formation of monofluorinated and halogen-free by-products and, in addition, to explain specific substituent effects on the reaction rates.
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收藏
页码:1231 / 1238
页数:8
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