Oxidation of lower alkenes by $\upalpha$-oxygen (Fe III –O •- ) $\upalpha$ on the FeZSM-5 surface: The epoxidation or the allylic oxidation?статья

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[1] Oxidation of lower alkenes by -oxygen (fe iii –o •- ) on the fezsm-5 surface: The epoxidation or the allylic oxidation? / E. V. Starokon, S. E. Malykhin, M. V. Parfenov et al. // MOLECULAR CATALYSIS. — 2017. — Vol. 443. — P. 43–51. Reactions of anion-radical α-oxygen with propylene and 1-butene on sodium -modified FeZSM-5 zeolites were studied in the temperature range from -60 to 25oC. Products were extracted from zeolite surface and identified. It was found that main reaction pathway was epoxide formation. Selectivity for epoxides at -60oC was 59-64%. Other products was formed as a result of secondary transformation of epoxides on the zeolite surface. According to IR spectroscopy the oxidation of propylene over the entire temperature range and 1-butene at -60oC were not accompanied by the formation of (Fe ¬III -OH)α groups, in distinction to methane oxidation. This testify that hydrogen abstraction does not occur. In case of 1-butene reaction with α-oxygen at 25oC hydrogen abstraction occurred but was insignificant ca 7%. According to DFT calculations ferraoxitane intermediate formation is preferable over hydrogen abstraction. Following decomposition of this intermediate leads to the propylene oxide (PO) formation. The result may be relevant to the selectivity problem of the silver catalyst in propylene epoxidation and raise doubts about the presently accepted mechanism explaining the adverse effect of allylic hydrogen. [ DOI ]

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