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- W2122467115 abstract "Abstract A possible mechanism for the oxidation of 2,6-dimethylphenol by soluble- and polystyrene-bound Cu(II)-DMAP catalysts is described. From our earlier work it is known that, under our standard reaction conditions, the only Cu(II)-DMAP complexes that are initially present in significant amounts in the catalyst solution are mononuclear. From the difference in reaction order in copper for the phenol oxidation and the Cu(I) reoxidation, viz . 1 and 2 respectively, it had been concluded that dimerization of Cu(I) complexes is needed to allow the reoxidation step. For this dimerization, a small amount of copper-coordinating counter-ions proved to be required. The present study shows that under standard conditions for the low molar mass catalyst the dimerization reaction is rate-limiting. For the polymeric catalyst, however, the local copper concentration within the polymer coils is relatively high, the dimerization is accelerated and now the phenol oxidation becomes rate-limiting. The present work further shows that the phenol oxidation obeys Michaelis-Menten kinetics. For the Cu(I) reoxidation, an equilibrium is suggested in which molecular O 2 is reversibly bound to mononuclear Cu(I)-DMAP complexes, prior to Cu(I) dimerization and electron transfers. Combination of the present results with generally accepted steps in the oxidation of phenols allowed the construction of a possible reaction mechanism for our particular system." @default.
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- W2122467115 date "1988-02-01" @default.
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- W2122467115 title "A mechanistic study on the oxidation of 2,6-dimethyl-phenol by DMAP- and polystyrene-bound DMAP-based copper catalysts" @default.
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- W2122467115 doi "https://doi.org/10.1016/0304-5102(88)80035-x" @default.
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