Ni-catalyzed ring-opening reactions of alkyl-substituted cyclopropanes; role of unreduced Ni species

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Abstract

The reactions of five alkyl-substituted cyclopropanes (ethyl-, cis-1,2-dimethyl-, trans-1,2-dimethyl-, 1,1-dimethyl- and 1,1,2,2-tetramethylcyclopropane) were studied in a hydrogen atmosphere over completely and partially reduced Ni/SiO2 catalyst. The main reaction, hydrogenative ring-opening, is accompanied by hydrogenolysis over the completely reduced catalyst. The hydrogen pressure dependence of this reaction and stereochemical features (i.e. the geometry of the molecules, and differences in the rates of transformations of stereoisomers) were used to acquire mechanistic information. Over the partially reduced Ni/SiO2, isomerization to olefins also occurs. The extent of this pathway increases with decreasing reduction temperature.

Original languageEnglish
Pages (from-to)237-241
Number of pages5
JournalJournal of Molecular Catalysis
Volume68
Issue number2
DOIs
Publication statusPublished - Sep 1 1991

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Hydrogen
Hydrogenolysis
Catalysts
Isomerization
Olefins
Molecules
Geometry
Temperature

ASJC Scopus subject areas

  • Engineering(all)

Cite this

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title = "Ni-catalyzed ring-opening reactions of alkyl-substituted cyclopropanes; role of unreduced Ni species",
abstract = "The reactions of five alkyl-substituted cyclopropanes (ethyl-, cis-1,2-dimethyl-, trans-1,2-dimethyl-, 1,1-dimethyl- and 1,1,2,2-tetramethylcyclopropane) were studied in a hydrogen atmosphere over completely and partially reduced Ni/SiO2 catalyst. The main reaction, hydrogenative ring-opening, is accompanied by hydrogenolysis over the completely reduced catalyst. The hydrogen pressure dependence of this reaction and stereochemical features (i.e. the geometry of the molecules, and differences in the rates of transformations of stereoisomers) were used to acquire mechanistic information. Over the partially reduced Ni/SiO2, isomerization to olefins also occurs. The extent of this pathway increases with decreasing reduction temperature.",
author = "I. P{\'a}link{\'o} and F. Notheisz and M. Bart{\'o}k",
year = "1991",
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T1 - Ni-catalyzed ring-opening reactions of alkyl-substituted cyclopropanes; role of unreduced Ni species

AU - Pálinkó, I.

AU - Notheisz, F.

AU - Bartók, M.

PY - 1991/9/1

Y1 - 1991/9/1

N2 - The reactions of five alkyl-substituted cyclopropanes (ethyl-, cis-1,2-dimethyl-, trans-1,2-dimethyl-, 1,1-dimethyl- and 1,1,2,2-tetramethylcyclopropane) were studied in a hydrogen atmosphere over completely and partially reduced Ni/SiO2 catalyst. The main reaction, hydrogenative ring-opening, is accompanied by hydrogenolysis over the completely reduced catalyst. The hydrogen pressure dependence of this reaction and stereochemical features (i.e. the geometry of the molecules, and differences in the rates of transformations of stereoisomers) were used to acquire mechanistic information. Over the partially reduced Ni/SiO2, isomerization to olefins also occurs. The extent of this pathway increases with decreasing reduction temperature.

AB - The reactions of five alkyl-substituted cyclopropanes (ethyl-, cis-1,2-dimethyl-, trans-1,2-dimethyl-, 1,1-dimethyl- and 1,1,2,2-tetramethylcyclopropane) were studied in a hydrogen atmosphere over completely and partially reduced Ni/SiO2 catalyst. The main reaction, hydrogenative ring-opening, is accompanied by hydrogenolysis over the completely reduced catalyst. The hydrogen pressure dependence of this reaction and stereochemical features (i.e. the geometry of the molecules, and differences in the rates of transformations of stereoisomers) were used to acquire mechanistic information. Over the partially reduced Ni/SiO2, isomerization to olefins also occurs. The extent of this pathway increases with decreasing reduction temperature.

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JF - Journal of Molecular Catalysis

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