A Useful, Reliable and Safer Protocol for Hydrogenation and the Hydrogenolysis of O-Benzyl Groups: The In Situ Preparation of an Active Pd0/C Catalyst with Well-Defined Properties

被引:83
作者
Felpin, Francois-Xavier [1 ]
Fouquet, Eric [1 ]
机构
[1] Univ Bordeaux, CNRS, UMR 5255, ISM, F-33405 Talence, France
关键词
heterogeneous catalysis; hydrogenation; hydrogenolysis; palladium; supported catalysts; sustainable chemistry; REDUCTION-CYCLIZATION HRC; MICROWAVE-ASSISTED SYNTHESIS; SUZUKI-MIYAURA REACTIONS; PALLADIUM NANOPARTICLES; ALKENE HYDROGENATION; COUPLING REACTIONS; PD/C; CHEMISTRY; SALTS; WATER;
D O I
10.1002/chem.201001377
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple, highly reproducible protocol for the hydrogenation of alkenes and alkynes and for the hydrogenolysis of O-benzyl ethers has been developed. The method features the in situ preparation of an active Pd-0/C catalyst from Pd-(OAc)(2) and charcoal, in methanol. The mild reaction conditions (25 degrees C) and low catalyst loading required (0.025 mol%), as well as the absence of contamination of the product by palladium residues (<4 ppb), make this a sustainable, useful process for organic chemists. Alternatively, the protocol can be carried out under microwave activation, to shorten the reaction times, with cyclohexene as the hydrogen source.
引用
收藏
页码:12440 / 12445
页数:6
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