Department of Chemistry, Imperial College London , London SW7 2AZ, U.K.
J Am Chem Soc. 2014 Nov 12;136(45):15813-6. doi: 10.1021/ja5088979. Epub 2014 Oct 29.
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.
路易斯酸 B(C6F5)3 的 1,4-二氧六环溶液被发现能有效地催化各种酮和醛的氢化。这些反应是首次在相对温和的反应条件下允许完全无金属催化羰基氢化的反应,其反应机理为“受阻路易斯对”,其中溶剂(一种弱布朗斯特碱但却是中等强度供体)起到关键作用。