期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 142, 期 11, 页码 4990-4995出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b13918
关键词
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资金
- Texas A&M University College of Science Strategic Transformative Research Program
- Welch Foundation [A-1907]
- National Science Foundation [CAREER 1848135]
Development of new electrosynthetic chemistry promises to impact the efficiency and sustainability of organic synthesis. Here we demonstrate that anodically generated hypervalent iodine intermediates effectively couple interfacial electron transfer with oxidative C-H/N-H coupling chemistry. The developed hypervalent iodine electrocatalysis is applicable in both intra- and intermolecular C-N bond-forming reactions. Available mechanistic data indicate that anodic oxidation of aryl iodides generates a transient I(II) intermediate that is critically stabilized by added acetate ions. This report represents the first example of metal-free hypervalent iodine electrocatalysis for C-H functionalization and provides mechanistic insight that we anticipate will contribute to the development of hypervalent iodine mediators for synthetic electrochemistry.
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