Abstract

The kinetics of the oxidation of naphthalene by ruthenium tetroxide have been investigated. When the reaction was monitored using an absorption band at 385 nm it was possible to detect two processes; the first, a rapid second-order reaction which yielded a ruthenium(VI) moiety, was followed by a much slower first-order decomposition of this intermediate. The initial reaction exhibited an inverse isotope effect when naphthalene-d8 was used as a substrate and was accelerated by the introduction of electron donating substituents. The decomposition of the intermediate was not sensitive to the presence of substituents, but involved carbon–hydrogen bond cleavage as indicated by the occurrence of a primary deuterium isotope effect.

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