Mechanocatalytic Hydrogenolysis of the Lignin Model Dimer Benzyl Phenyl Ether over Supported Palladium Catalysts

Abstract

This work demonstrates the mechanocatalytic hydrogenolysis of the ether bond in the lignin model compound benzyl phenyl ether (BPE) and hardwood lignin isolated by hydrolysis with supercritical water. Pd catalysts with 4 wt % loading on Al 2 O 3 and SiO 2 supports achieve 100% conversion of BPE with a toluene production rate of (2.6−2.9) × 10 −5 mol•min −1 . The formation of palladium hydrides under H 2 gas flow contributes to an increase in the turnover frequency by a factor of up to 300 compared to Ni on silica−alumina. While a near-quantitative toluene yield is obtained, some of the phenolic products remain adsorbed on the catalyst.