Factors Affecting the Formation and Transformation of the Intermediates in Pd(II)-Catalyzed Aromatic C–H Activation: A Comprehensive Study with the Pd(II)/LA Platform
How the factors affecting the formation and transformation of the intermediates in Pd(II)-catalyzed aromatic C-H activation: A comprehensive study with the Pd(II)/LA platform. Using the Pd(II)/Lewis acid (LA)-catalyzed C-H activation of electron-rich acetanilides as a platform, the C-H activation intermediates, including the precomplex η<sup>2</sup>-intermediate, the agostic hydrogen intermediate, and the palladacycle compound have been well-characterized. This work presents how the catalyst source, substrate, and solvent affect the formation of the η<sup>2</sup>-intermediate and its equilibrium with the agostic hydrogen intermediate, and the transformation of the agostic hydrogen intermediate to the palladacycle compound through C-H activation. The findings disclosed above are provided as a guideline for the catalyst design of the oxidative olefination of acetanilide with dioxygen, and the catalytic efficiency matched well with the mechanistic findings.
Authors
- Rong‐Zhen Liao (ORCID: https://orcid.org/0000-0002-8989-6928)
- Guochuan Yin (ORCID: https://orcid.org/0000-0003-1003-8478)
- Shuangfeng Dong
- Zhuqi Chen (ORCID: https://orcid.org/0000-0002-0503-9671)
- Man Li (ORCID: https://orcid.org/0009-0008-6716-1091)
- Shuang–Long Li
- Kaiwen Li (ORCID: https://orcid.org/0000-0001-6603-9205)
Institutions
- Huazhong University of Science and Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-09-10
- DOI
- https://doi.org/10.1021/acs.joc.4c01739
- Citations
- 2
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.50
Funders
- National Natural Science Foundation of China