芳基
卤化物
大气(单位)
化学
催化作用
氢
联轴节(管道)
光化学
组合化学
材料科学
有机化学
烷基
物理
冶金
热力学
作者
Tharique N. Ansari,Ramesh Hiralal Choudhary,Maarten Nachtegaal,Adam H. Clark,Scott Plummer,Jacek B. Jasiński,Fabrice Gallou,Sachin Handa
标识
DOI:10.1021/acscatal.3c06351
摘要
While overcoming hydrodehalogenation in a reductive environment, a catalytic aqueous micellar technology has been developed for the C–N cross-coupling of nitroarenes with aryl halides. The bimetallic palladium–copper (Pd–Cu) nanocatalyst configuration in aqueous micelles selectively facilitates the highly selective amination pathway, possibly through in situ formation of Cu-hydride species as supported by the nuclear magnetic resonance (NMR) spectroscopy. These species prevent Pd-hydride-mediated hydrodehalogenation even under a molecular hydrogen atmosphere. The nanocatalyst has been thoroughly characterized by using various spectroscopic and imaging tools, including 31P and 1H NMR, X-ray absorption spectroscopy (XAS), and high-resolution transmission electron microscopy. The oxidation states of Cu and Pd needed for the desired selectivity have been verified using X-ray photoelectron spectroscopy, while metal–metal and metal–ligand interactions have been characterized by XAS. Control experiments have been performed to determine the significance of each constituent of the nanocatalyst on the desired reaction pathway. As revealed by control mass spectrometry, the reaction pathway does not involve azo- or nitroso-type intermediates. The catalytic methodology can be applied to numerous substrates with a broad functional and protecting group tolerance.
科研通智能强力驱动
Strongly Powered by AbleSci AI