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Mechanistic analysis reveals facile conversion of palladium(II) acetate into hydroxide and alkoxide complexes, ruling them out as active intermediates in anhydrous Wacker-type oxidations.
Palladium(II) acetate is readily converted into [Pd3(μ2‐OH)(OAc)5] (1) in the presence of water in a range of organic solvents and is also slowly converted in the solid state. Complex 1 can also be formed in nominally anhydrous solvents. Similarly, the analogous alkoxide complexes [Pd3(μ2‐OR)(OAc)5] (3) are easily formed in solutions of palladium(II) acetate containing a range of alcohols. An examination of a representative Wacker‐type oxidation shows that the Pd‐OH complex 1 and a related Pd‐oxo complex 4 can be excluded as potential catalytic intermediates in the absence of exogenous water.
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Bedford et al. (2015) studied this question.
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