Changes in the hydrogenative ring-opening mechanism of cyclohexene oxide over Cu/SiO2 resulting from the addition of cyclohexene, a major product

András Fási, I. Pálinkó

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1 Citation (Scopus)

Abstract

The ring-opening mechanism influencing effect of a major product in the cyclohexene oxide-D2 system was investigated over a Cu/SiO2 catalyst. This product is cyclohexene, thus, the hydrogenative ring opening of a 1:1 cyclohexene oxide-cyclohexene mixture was studied in the presence of D2 at 403 K in a closed circulation reactor. It was found that the mechanism of single C-O scission was not affected, but that of the double C-O scission was changed. Simultaneous bond cleavage was the major route of ring opening in the additive-free system and it became consecutive on cyclohexene addition. Added cyclohexene was hydrogenated with a very low rate, but it transformed the surface of the catalyst and, thus, facilitated the change in the mechanism. An explanation concerning the seemingly anomalous lack of deuterium in a product (cyclohexane) not seen in the additive-free system is also suggested.

Original languageEnglish
Pages (from-to)103-106
Number of pages4
JournalCatalysis Letters
Volume58
Issue number2-3
Publication statusPublished - Apr 1999

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cleavage
Catalysts
Oxides
oxides
rings
products
Cyclohexane
Deuterium
catalysts
cyclohexane
deuterium
reactors
routes
cyclohexene
cyclohexene oxide

Keywords

  • Cu/SiO
  • Cyclohexene additive
  • Cyclohexene oxide
  • Deuterium
  • Hydrogenative ring opening

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry

Cite this

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title = "Changes in the hydrogenative ring-opening mechanism of cyclohexene oxide over Cu/SiO2 resulting from the addition of cyclohexene, a major product",
abstract = "The ring-opening mechanism influencing effect of a major product in the cyclohexene oxide-D2 system was investigated over a Cu/SiO2 catalyst. This product is cyclohexene, thus, the hydrogenative ring opening of a 1:1 cyclohexene oxide-cyclohexene mixture was studied in the presence of D2 at 403 K in a closed circulation reactor. It was found that the mechanism of single C-O scission was not affected, but that of the double C-O scission was changed. Simultaneous bond cleavage was the major route of ring opening in the additive-free system and it became consecutive on cyclohexene addition. Added cyclohexene was hydrogenated with a very low rate, but it transformed the surface of the catalyst and, thus, facilitated the change in the mechanism. An explanation concerning the seemingly anomalous lack of deuterium in a product (cyclohexane) not seen in the additive-free system is also suggested.",
keywords = "Cu/SiO, Cyclohexene additive, Cyclohexene oxide, Deuterium, Hydrogenative ring opening",
author = "Andr{\'a}s F{\'a}si and I. P{\'a}link{\'o}",
year = "1999",
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journal = "Catalysis Letters",
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T1 - Changes in the hydrogenative ring-opening mechanism of cyclohexene oxide over Cu/SiO2 resulting from the addition of cyclohexene, a major product

AU - Fási, András

AU - Pálinkó, I.

PY - 1999/4

Y1 - 1999/4

N2 - The ring-opening mechanism influencing effect of a major product in the cyclohexene oxide-D2 system was investigated over a Cu/SiO2 catalyst. This product is cyclohexene, thus, the hydrogenative ring opening of a 1:1 cyclohexene oxide-cyclohexene mixture was studied in the presence of D2 at 403 K in a closed circulation reactor. It was found that the mechanism of single C-O scission was not affected, but that of the double C-O scission was changed. Simultaneous bond cleavage was the major route of ring opening in the additive-free system and it became consecutive on cyclohexene addition. Added cyclohexene was hydrogenated with a very low rate, but it transformed the surface of the catalyst and, thus, facilitated the change in the mechanism. An explanation concerning the seemingly anomalous lack of deuterium in a product (cyclohexane) not seen in the additive-free system is also suggested.

AB - The ring-opening mechanism influencing effect of a major product in the cyclohexene oxide-D2 system was investigated over a Cu/SiO2 catalyst. This product is cyclohexene, thus, the hydrogenative ring opening of a 1:1 cyclohexene oxide-cyclohexene mixture was studied in the presence of D2 at 403 K in a closed circulation reactor. It was found that the mechanism of single C-O scission was not affected, but that of the double C-O scission was changed. Simultaneous bond cleavage was the major route of ring opening in the additive-free system and it became consecutive on cyclohexene addition. Added cyclohexene was hydrogenated with a very low rate, but it transformed the surface of the catalyst and, thus, facilitated the change in the mechanism. An explanation concerning the seemingly anomalous lack of deuterium in a product (cyclohexane) not seen in the additive-free system is also suggested.

KW - Cu/SiO

KW - Cyclohexene additive

KW - Cyclohexene oxide

KW - Deuterium

KW - Hydrogenative ring opening

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