Laboratory of Organic Chemistry , Gifu Pharmaceutical University , 1-25-4 Daigaku-nishi , Gifu 501-1196 , Japan.
Org Lett. 2018 May 18;20(10):2892-2896. doi: 10.1021/acs.orglett.8b00931. Epub 2018 May 1.
Hydrogen gas can be generated from simple alkanes (e.g., n-pentane, n-hexane, etc.) and diethyl ether (EtO) by mechanochemical energy using a planetary ball mill (SUS304, Fritsch Pulverisette 7), and the use of stainless steel balls and vessel is an important factor to generate the hydrogen. The reduction of organic compounds was also accomplished using the in-situ-generated hydrogen. While the use of pentane as the hydrogen source facilitated the reduction of the olefin moieties, the arene reduction could proceed using EtO. Within the components (Fe, Cr, Ni, etc.) of the stainless steel, Cr was the metal factor for the hydrogen generation from the alkanes and EtO, and Ni metal played the role of the hydrogenation catalyst.
氢气可以通过机械化学能量利用行星球磨机(SUS304,Fritsch Pulverisette 7)从简单的烷烃(例如正戊烷、正己烷等)和二乙醚(EtO)中生成,并且使用不锈钢球和容器是产生氢气的重要因素。原位生成的氢气也可用于有机化合物的还原。虽然使用戊烷作为氢气源有利于烯烃部分的还原,但芳烃的还原可以使用 EtO 进行。在不锈钢的成分(Fe、Cr、Ni 等)中,Cr 是烷烃和 EtO 产生氢气的金属因素,而 Ni 金属则起到加氢催化剂的作用。