Computational Design of Ligands for the Ir-Catalyzed C5-Borylation of Indoles through Tuning Dispersion Interactions
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.
Authors
- Jiawei Ma (ORCID: https://orcid.org/0000-0001-7295-627X)
- Zhuangzhi Shi (ORCID: https://orcid.org/0000-0003-4571-4413)
- Kendall N. Houk (ORCID: https://orcid.org/0000-0002-8387-5261)
- Yong Liang (ORCID: https://orcid.org/0000-0001-5026-6710)
- Fang Liu (ORCID: https://orcid.org/0000-0002-0046-8434)
- Shuo Lu
- Haochi Chen
- Hao Jiang (ORCID: https://orcid.org/0009-0009-9296-6067)
- Tianyu Zheng (ORCID: https://orcid.org/0009-0009-3807-5941)
Institutions
- Nanjing Agricultural University (CN)
- University of California, Los Angeles (US)
- Nanjing University (CN)
Publication Details
- Journal
- Journal of the American Chemical Society
- Published
- 2024-08-29
- DOI
- https://doi.org/10.1021/jacs.4c08027
- Citations
- 13
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 3.25
Funders
- National Science Foundation
- Natural Science Foundation of Jiangsu Province
- National Key Research and Development Program of China