Publication

Catalytic hydrogenolysis of cyclopropanes: metal insertion into a saturated carbon-carbon bond as the key step

Manfred Schlosser
1991
Journal Articles

Abstract

Hydrogenolytic ring cleavage of gem-difluorocyclopropanes, e.g. I and II, occurs exclusively at the carbon-carbon bond opposite to the halogen-bearing center and affords mainly gem-difluoroalkanes, e.g. MeCH2CF2(CH2)3Me and III, resp. 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 byproducts and, in addn., to explain specific substituent effects on the reaction rates. [on SciFinder (R)]

Official source

https://infoscience.epfl.ch/entities/publication/15337a56-bd11-4fb8-a276-55b5f51eb0dc

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Manfred Schlosser
1991
Journal Articles

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/15337a56-bd11-4fb8-a276-55b5f51eb0dc

About this result

Related concepts (32)

Carbene

In organic chemistry, a carbene is a molecule containing a neutral carbon atom with a valence of two and two unshared valence electrons. The general formula is or where the R represents substituents or hydrogen atoms. The term "carbene" may also refer to the specific compound , also called methylene, the parent hydride from which all other carbene compounds are formally derived. Carbenes are classified as either singlets or triplets, depending upon their electronic structure.

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Organozinc chemistry is the study of the physical properties, synthesis, and reactions of organozinc compounds, which are organometallic compounds that contain carbon (C) to zinc (Zn) chemical bonds. Organozinc compounds were among the first organometallic compounds made. They are less reactive than many other analogous organometallic reagents, such as Grignard and organolithium reagents. In 1848 Edward Frankland prepared the first organozinc compound, diethylzinc, by heating ethyl iodide in the presence of zinc metal.

Reaction rate

The reaction rate or rate of reaction is the speed at which a chemical reaction takes place, defined as proportional to the increase in the concentration of a product per unit time and to the decrease in the concentration of a reactant per unit time. Reaction rates can vary dramatically. For example, the oxidative rusting of iron under Earth's atmosphere is a slow reaction that can take many years, but the combustion of cellulose in a fire is a reaction that takes place in fractions of a second.

Related publications (11)

Catalytic hydrogenolysis of cyclopropanes: metal insertion into a saturated carbon-carbon bond as the key step

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