Turberg Mathias, Ardila-Fierro Karen J, Bolm Carsten, Hernández José G
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany.
Angew Chem Int Ed Engl. 2018 Aug 13;57(33):10718-10722. doi: 10.1002/anie.201805505. Epub 2018 Jul 13.
The ability of mechanochemistry to alter established chemical selectivity is demonstrated. A copper(I)-catalyzed mechanochemical aldehyde/alkyne/amine coupling using calcium carbide as the acetylene source provides selective access to 1,4-diamino-2-butynes, which contrasts classical approaches that provide propargylamine-type products. Solventless milling conditions were found to be essential to unmask A coupling products with new compositions.
机械化学改变既定化学选择性的能力得到了证明。使用碳化钙作为乙炔源的铜（I）催化机械化学醛/炔烃/胺偶联反应能够选择性地生成1,4-二氨基-2-丁炔，这与生成炔丙胺类产物的传统方法形成对比。发现无溶剂研磨条件对于揭示具有新组成的A偶联产物至关重要。
