Journal
NEW JOURNAL OF CHEMISTRY
Volume 28, Issue 3, Pages 361-365Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b311513e
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Cyclic ethylene acetal of alpha-bromopropiophenone gives rise to three distinctive products, each one being specific to Bronsted, hard Lewis and soft Lewis sites, respectively. In the presence of Bronsted sites, hydrolysis of cyclic acetal forms the corresponding alpha-bromophenone. Hard or soft Lewis sites promote selectively a rearrangement of the phenyl or ethylenedioxy group to form 2-phenylpropionate ester or dioxine, respectively. This test reaction has been used to assess the influence of the support on the catalytic activity of palladium in zeolites. Three series of supports including alkali-exchanged faujasite, Beta zeolites and sepiolites have been tested. It has been observed that the nature of the zeolite plays an important role on the palladium selectivity, basic supports increasing the softness of the palladium Lewis sites. The catalytic test correlates well with electrochemical data about the reduction potential of supported palladium, XPS characterization of the oxidation state of palladium supported on the surface and activity in the Suzuki reaction.
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