ChemSusChem
ChemSusChem
5 years ago

Wacker Oxidation of Terminal Alkenes Over ZrO2-Supported Pd Nanoparticles Under Acid- and Cocatalyst-Free Conditions

Wacker Oxidation of Terminal Alkenes Over ZrO2-Supported Pd Nanoparticles Under Acid- and Cocatalyst-Free Conditions
Tamao Ishida, Haruno Murayama, Tetsuo Honma, Zhenzhong Zhang, Tetsuya Mamba, Makoto Tokunaga, Eiji Yamamoto, Yuhya Kumamoto, Taishin Hashiguchi
Highly efficient Wacker oxidation of aromatic or aliphatic terminal alkenes into methyl ketones and benzofurans is developed by using reusable Pd0 nanoparticles (NPs) supported on ZrO2 under acid- and cocatalyst-free conditions. Molecular oxygen or air can be utilized as the terminal oxidant, which results in the formation of H2O as the only theoretical byproduct. The activation of the Pd NPs by O2 plays an important role in promoting this reaction. Interestingly, PdO supported on ZrO2 showed no activity. Additionally, the Pd particle size significantly affects the catalytic activity, with an apparent optimal diameter of 4–12 nm. In addition to the heterogeneous catalyst forms, the Pd NPs can be generated from a Pd0 complex during the reaction, and these particles are even recyclable. Terminal alkenes take a Wacker! ZrO2-supported Pd0 NPs with a diameter of 4–12 nm exhibited high catalytic activity for Wacker oxidation and Wacker-type cyclization of terminal alkenes into methyl ketones and benzofurans. The reactions are performed under acid- and cocatalyst-free conditions, and O2 is employed as the sole oxidant.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/cssc.201701016

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