Abstract
The rearrangement of cis-stilbene oxide catalyzed by Al(2)O(3) was studied in the presence of interfacial electric fields. Thin films of Al(2)O(3) deposited on Si electrodes were used as the opposing walls of a reaction vessel. Application of a voltage across the electrodes engendered electrochemical double layer formation at the Al(2)O(3)-solution interface. The aldehyde to ketone product ratio of the rearrangement was increased by up to a factor of 63 as the magnitude of the double layer charge density was increased. The results support a field-dipole effect on the selectivity of the catalytic reaction.
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