One Substrate, Two Modes of C–H Functionalization: A Metal-Controlled Site-Selectivity Switch in C–H Arylation Reactions

A unique site-selectivity switch has been achieved in the ruthenium-catalyzed C–H arylation reaction of N-acetyl-1,2-dihydroisoquinolines. This metal-mediated switch is antipodal to the previous report on the palladium-mediated C-4 C–H arylation on the same substrate. Mechanistic details reveal interesting aspects of the reaction pathway, and kinetic studies bring out the difference in the modes of C–H activation adopted by the two catalytic systems.

针对N-乙酰基-1,2-二氢异喹啉的钌催化C-H芳基化反应，本研究成功实现了一种独特的位点选择性开关。该金属介导的选择性调控与此前针对同一底物的钯介导C-4位C-H芳基化研究结果完全相悖。机理研究揭示了该反应路径中诸多有趣的细节，而动力学研究则阐明了两种催化体系所采用的C-H活化模式之间的差异。