Ghalehshahi Hajar Golshadi, Madsen Robert
Department of Chemistry, Technical University of Denmark, 2800 Kgs., Lyngby, Denmark.
Current address: Department of Chemistry, K. N. Toosi University of Technology, P. O. Box 15875, 4416, Tehran, Iran.
Chemistry. 2017 Sep 4;23(49):11920-11926. doi: 10.1002/chem.201702420. Epub 2017 Aug 16.
A simple silver-catalyzed protocol has been developed for the acceptorless dehydrogenation of primary alcohols into carboxylic acids and hydrogen gas. The procedure uses 2.5 % Ag CO and 2.5-3 equiv of KOH in refluxing mesitylene to afford the potassium carboxylate which is then converted into the acid with HCl. The reaction can be applied to a variety of benzylic and aliphatic primary alcohols with alkyl and ether substituents, and in some cases halide, olefin, and ester functionalities are also compatible with the reaction conditions. The dehydrogenation is believed to be catalyzed by silver nanoparticles that are formed in situ under the reaction conditions.
已开发出一种简单的银催化方法,用于将伯醇无受体脱氢转化为羧酸和氢气。该方法在回流的均三甲苯中使用2.5%的碳酸银和2.5 - 3当量的氢氧化钾,得到羧酸钾,然后用盐酸将其转化为酸。该反应可应用于各种带有烷基和醚取代基的苄基和脂肪族伯醇,在某些情况下,卤化物、烯烃和酯官能团也与反应条件兼容。据信脱氢反应是由在反应条件下原位形成的银纳米颗粒催化的。