Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Stereoselective Hydrogenation of o-, m-, and p-Xylenes by Transition Metal Catalysts of Group VIII
Haruhiko YamamotoKunio NodaHiroyuki HorigutiTakao Kwan
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1967 Volume 15 Issue 6 Pages 752-755

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Abstract
The stereoselective hydrogenation of three xylene isomers to yield cis- and trans-dimethylcyclohexane has been investigated on eight kinds of transition metal catalysts by the gas chromatographic pulse technique. The selectivity for the formation of trans-dimethylcyclohexane was found to be of the following sequence with respect to the hydrogenation of o-, m- and p-xylene. [chemicalformula] It was pointed out that the selectivity sequence parallels with the ability of the transition metals to form π-allylic complexes in the case of the hydrogenation of o- and p-xylene and that the remarkable suppression of transformation, as found in the case of m-xylene, is due to the steric hindrance rather than the poor ability of the transition metals to form an adsorbed π-allylic adsorbed intermediate on the surface.
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© The Pharmaceutical Society of Japan
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