期刊
SCIENCE
卷 372, 期 6549, 页码 1452-+出版社
AMER ASSOC ADVANCEMENT SCIENCE
DOI: 10.1126/science.abg2362
关键词
-
资金
- Scripps Research Institute
- NIH (National Institute of General Medical Sciences) [R01GM102265]
- Bristol-Myers Squibb
This study reports a palladium complex that efficiently catalyzes hydroxylation of aryl carbon-hydrogen bonds at positions adjacent to carboxylic acids. The catalyst overturns the conventional site selectivity dictated by heterocycles, allowing late-stage modification of pharmaceutical compounds at previously inaccessible sites. Infrared, x-ray, and computational analysis support a potential role of ligand tautomerization in the catalytic cycle of this reaction.
Hydroxylation of aryl carbon-hydrogen bonds with transition metal catalysts has proven challenging when oxygen is used as the oxidant. Here, we report a palladium complex bearing a bidentate pyridine/ pyridone ligand that efficiently catalyzes this reaction at ring positions adjacent to carboxylic acids. Infrared, x-ray, and computational analysis support a possible role of ligand tautomerization from monoanionic (L,X) to neutral (L,L) coordination in the catalytic cycle of aerobic carbon-hydrogen hydroxylation reaction. The conventional site selectivity dictated by heterocycles is overturned by this catalyst, thus allowing late-stage modification of compounds of pharmaceutical interest at previously inaccessible sites.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据