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Selective cleavage of C O bond in benzyl phenyl ether over Pd/AC at room temperature

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Abstract Selectively cleaving the C O bonds in lignin to produce aromatic products are challenging problems. Currently, catalytic hydrogenolysis of C O bonds in lignin requires harsh conditions. Herein, selectively… Click to show full abstract

Abstract Selectively cleaving the C O bonds in lignin to produce aromatic products are challenging problems. Currently, catalytic hydrogenolysis of C O bonds in lignin requires harsh conditions. Herein, selectively cleaving C O bond of benzyl phenyl ether (BPE) was studied over Pd/AC, Ru/AC and Ni/AC. Among these catalysts, Pd/AC efficiently cleaved C O bond in BPE under super mild conditions (25 °C, 2 h and 0.1 MPa H2). The products were toluene and phenol without hydrogenation of the aromatic ring. The main competitive step of hydrogenolysis and hydrogenation is sensitive to reaction temperature over Pd catalyst. A mild temperature is preferred for hydrogenolysis, since the H species nearby the oxygen atom are more strongly adsorbed than nearby the benzene rings. With the different H-donor solvents, the highest conversion of BPE was obtained in isopropanol. Based on the experiments, the reactions occurred via cleavage of the Caliphatic-O bond in BPE and the synergetic effects between the H from absorbed H2 on the surface of the Pd and the intermediates radicals of benzyl and phenoxy should be the key points to such an optimum result.

Keywords: bond benzyl; temperature; benzyl phenyl; bond; phenyl ether

Journal Title: Fuel Processing Technology
Year Published: 2019

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