3 years ago

High-Efficiency Catalytic Oxidation of Inert C(sp3)−H Bond Functionalization with Oxygen by Synergetic Cu NPs/N-Doped Graphene

Xu Sun, Wei Sun, Lingfeng Gao, Xue Feng, Gengxiu Zheng
The applicability of Cu is still limited in heterogeneous catalytic oxidation of C(sp3)−H bond functionalization. The problem could be resolved by synergistic effect of Cu nanoparticles (Cu NPs) and N-doped graphene. We demonstrated a high-efficient green protocol for catalytic oxidation of inert C(sp3)−H bond functionalization only with oxygen as the oxidant by Cu NPs/N-doped graphene (Cu-N-rGO). The new composite materials were obtained through a very simple one-pot solvothermal process. Remarkably, the newly-prepared Cu-N-rGO shown 34.5% conversion and 89.2% selectivity for the catalytic oxidation of cyclohexane to KA oil in a single cycle, exhibited a significantly higher efficiency than the N-free Cu catalysts. The Cu-N-rGO possessed good stability because of the doped nitrogen-atoms leads to a strong interaction between the Cu species and graphene, so that the conversion and selectivity maintained well after 5 runs in the oxidation reaction. The delicate relationship of Cu NPs and nitrogen has been investigated by accurately control the ratio of the nitrogen and Cu in the doped graphene. The hypothesis of a free radical chain mechanism and per-oxidative oxidation process has been proved and explained, and the synergistic effect of Cu NPs and N-doped graphene on facilitating the oxidation process also has been elucidated.

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

DOI: 10.1002/ejoc.201701286

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