Iron-Catalyzed <i>Ipso</i>-Nitration of Aryl Borides via Visible-Light-Induced β-Homolysis
Herein, we reported a practical method to realize ipso-nitration of boronic acids, their pinacol esters, and trifluoroborate salts with alkali metal salt NaNO3 as a nitrating reagent. A FeIII/FeIV catalytic cycle involving an unusual visible-light-induced β-homolysis pathway of the N–O bond in a simple iron complex effectively provides a nitryl radical as the key nitrating species. This protocol bears mild reaction conditions, a broad scope (up to 99% yield), good functional group compatibility, and convenient scale-up synthesis.
Authors
- Huihui Wan (ORCID: https://orcid.org/0000-0001-8642-731X)
- Qingxin Yin
- Yunhe Jin (ORCID: https://orcid.org/0000-0003-0626-4587)
- Shuyang Liu
- Ziyi Xu (ORCID: https://orcid.org/0009-0006-8192-5188)
- Zhiyan Xue
- Tianming Lv
- Yusheng Lu (ORCID: https://orcid.org/0009-0009-4221-0456)
- Hongyao Wang
Institutions
- Dalian University of Technology (CN)
- Dalian University (CN)
- Dalian Municipal Central Hospital (CN)
Publication Details
- Journal
- ACS Catalysis
- Published
- 2025-02-07
- DOI
- https://doi.org/10.1021/acscatal.4c07252
- Citations
- 19
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 17.79
Funders
- National Natural Science Foundation of China
- Fundamental Research Funds for the Central Universities