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

Fási, András and Pálinkó, István (1999) Changes in the hydrogenative ring-opening mechanism of cyclohexene oxide over Cu/SiO2 resulting from the addition of cyclohexene, a major product. CATALYSIS LETTERS, 58 (2-3). pp. 103-106. ISSN 1011-372X

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Abstract

The ring-opening mechanism influencing effect of a major product in the cyclohexene oxide-D-2 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 D-2 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.

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