Department of Chemistry, Roy and Diana Vagelos Laboratories, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States.
Org Lett. 2022 Nov 18;24(45):8326-8330. doi: 10.1021/acs.orglett.2c03325. Epub 2022 Nov 7.
A method to cleave the C-C biaryl bond of binaphthyl derivatives under reductive conditions is described. Triflic acid employed together with a catalytic HAT reagent, 2-ethyl-9,10-dihydroxyanthracene, that is regenerated using H with catalytic Pd/C yielded monomeric products in improved yields. A range of substrates is disclosed, and kinetic analyses provide insight into the mechanism of aryl-aryl activation.
本文描述了一种在还原条件下裂解联萘衍生物的 C-C 联芳键的方法。三氟甲磺酸与催化 HAT 试剂 2-乙基-9,10-二羟基蒽一起使用,使用 H 和催化 Pd/C 再生,得到了改进收率的单体产物。本文还公开了一系列底物,并通过动力学分析深入了解芳基-芳基活化的机制。