Hydrogen Transfer Reactions, 5. The Catalytic Activity of Zirconium Dioxide in Condensed Phase
While catalysing direct hydrogen transfer in gaseous phase zirconium dioxide in benzene induces cationic disproportionation and oligomerisation of 1,2-dihydronaphthalene (1).
Heesing, Albert,Laue, Hans-Joachim
p. 1263 - 1270
(2007/10/02)
Zinc Choride Catalyzed Decomposition of 1,2-Dihydronaphthalene at 165 deg C. A Coal-Related Model Compound Study
The zinc chloride catalyzed decomposition of 1,2-dihydronaphthalene (1) at 165 deg C produces dimers of 1, tetralin, and naphthalene.Zinc chloride functions as a Friedel-Crafts type catalyst by coordinating with a hydroxyl from a water molecule and releasing a proton which initiates a carbonium ion reaction.The stoichiometric role of water has been established by measuring the activity of the zinc chloride-water complex as a function of the degree of hydration of the zinc chloride.The activity maximum occurs at a zinc chloride/water mole ratio of 1:1.Deuterium tracer experiments corroborate the role of water and also verify that the reaction occurs by a carbonium ion mechanism.The carbonium ion nature of the reaction is also inferred by the structures of the products.The 300-MHz 1H NMR spectra of the dimer products are consistent with the previously reported structures of the compounds.
Beishline, Robert R.,Gould, Brian,Walker, Edward B.,Stuart, Douglas K.,Schultzski, Joanna,et al.
p. 1668 - 1673
(2007/10/02)
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