1. Selective hydrogenation of levoglucosenone over Pd/C using formic acid as a hydrogen source
- Author
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Tian-Long Liu, Jingyu Ran, Shinji Kudo, Fu Wei, Xin Huang, and Jing-Xian Wang
- Subjects
Hydrogen ,Chemistry ,Formic acid ,020209 energy ,chemistry.chemical_element ,02 engineering and technology ,Catalysis ,Hydrogen storage ,chemistry.chemical_compound ,Reaction temperature ,020401 chemical engineering ,Yield (chemistry) ,0202 electrical engineering, electronic engineering, information engineering ,Organic chemistry ,0204 chemical engineering ,Selectivity - Abstract
Selective hydrogenation of lignocellulosic biomass-derived chemicals is of great importance for future energy and chemical supply. So far formic acid is considered as one of the most promising materials for hydrogen storage. Herein, we report a novel pathway for the hydrogenation of Levogluosenone (LGO), a biorenewable platform chemical, to dihydrolevoglucosenone (Cyrene) and levoglucosanol (Lgol) using formic acid as a hydrogen source. Testing of typical hydrogenation catalysts indicated the crucial influence of the type on reaction selectivity and identified Pd/C as the most suitable catalyst. Among solvents screened, THF in combination with Pd/C showed the best performance for LGO hydrogenation, producing Cyrene in >99% yield at a low temperature (60 °C). Nevertheless, hydrogenation of Cyrene to Lgol required a harsher condition as a result of the difficult reduction property of its C=O bond. Elevating the reaction temperature to 180 °C and increasing double Pd dosage were capable to highly yield Lgol, attaining to 94.8%.
- Published
- 2020