Computational Design of Ligands for the Ir-Catalyzed C5-Borylation of Indoles through Tuning Dispersion Interactions

作者：Tianyu Zheng, Jiawei Ma, Haochi Chen, Hao Jiang, Shuo Lu, Zhuangzhi Shi, Fang Liu, K. N. Houk, Yong Liang · 发表于：Journal of the American Chemical Society · 年份：2024 · DOI：10.1021/jacs.4c08027 · 被引用次数：18 · 研究领域：Catalytic C–H Functionalization Methods、Asymmetric Hydrogenation and Catalysis、Catalytic Cross-Coupling Reactions

The indole moiety is ubiquitous in natural products and pharmaceuticals. C-H borylation of the benzenoid moiety of indoles is a challenging task, especially at the C5 position. We have combined computational and experimental studies to introduce multiple noncovalent interactions, especially dispersion, between the substrate and catalytic ligand to realize C5-borylation of indoles with high reactivity and selectivity. The successful computational predictions of new ligands should be suitable for ligand design in other transition-metal catalyzed reactions.