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A Useful, Reliable and Safer Protocol for Hydrogenation and the Hydrogenolysis of O ‐Benzyl Groups: The In Situ Preparation of an Active Pd 0 /C Catalyst with Well‐Defined Properties
Author(s) -
Felpin FrançoisXavier,
Fouquet Eric
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201001377
Subject(s) - hydrogenolysis , catalysis , chemistry , methanol , in situ , hydrogen , palladium , organic chemistry
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 °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.