Key Laboratory of Petrochemical Catalytic Science and Technology, Liaoning Shihua University, Dandong Road West 1, Fushun 113001, China.
J Org Chem. 2021 Feb 5;86(3):3096-3106. doi: 10.1021/acs.joc.0c02872. Epub 2021 Jan 14.
The 2-methoxyiminoacyl-mediated arylation of substituted phenylalanines has been examined. Selective monoarylation at the position was achieved using pyridone ligands which decelerate the arylation process. Density functional theory (DFT) study of a continuous C-H arylation process that included the first and second arylation stage was performed. The computational result shows that the introduction of a pyridone ligand obviously disfavors the second arylation stage, which directly contributes to the selectivity between the mono/diarylated products. Furthermore, results of the kinetic isotope effect and a control experiment are agreed with DFT study.
已经考察了 2-甲氧基亚氨基酰基介导的取代苯丙氨酸的芳基化反应。使用吡啶酮配体实现了在 位的选择性单芳基化，该配体减缓了芳基化过程。对包括第一芳基化阶段和第二芳基化阶段的连续 C-H 芳基化过程进行了密度泛函理论（DFT）研究。计算结果表明，吡啶酮配体的引入明显不利于第二芳基化阶段，这直接导致单/二芳基化产物的选择性。此外，动力学同位素效应和对照实验的结果与 DFT 研究一致。
