Nonmetal catalyzed hydrogenation of carbonyl compounds
Daniel J Scott1, Matthew J Fuchter, Andrew E Ashley
1Department of Chemistry, Imperial College London , London SW7 2AZ, U.K.
Abstract:
Solutions of the Lewis acid B(C6F5)3 in 1,4-dioxane are found to effectively catalyze the hydrogenation of a variety of ketones and aldehydes. These reactions, the first to allow entirely metal-free catalytic hydrogenation of carbonyl groups under relatively mild reaction conditions, are found to proceed via a "frustrated Lewis pair" mechanism in which the solvent, a weak Brønsted base yet moderately strong donor, plays a pivotal role.
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