CATALYTIC HYDROGENOLYSIS OF CYCLOPROPANES: METAL INSERTION INTO A SATURATED CARBON-CARBON BOND AS THE KEY STEP
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., palladocyclobutanes 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.
Bessard, Ives,Schlosser, Manfred
p. 1231 - 1238
(2007/10/02)
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