芳基
组合化学
还原消去
化学
催化作用
光催化
胺化
镍
卤化物
卤代芳基
还原胺化
钯
配体(生物化学)
有机化学
光催化
受体
生物化学
烷基
作者
Emily B. Corcoran,Michael T. Pirnot,Shishi Lin,Spencer D. Dreher,Daniel A. DiRocco,Ian W. Davies,Stephen L. Buchwald,David W. C. MacMillan
出处
期刊:Science
[American Association for the Advancement of Science (AAAS)]
日期:2016-07-15
卷期号:353 (6296): 279-283
被引量:472
标识
DOI:10.1126/science.aag0209
摘要
Over the past two decades, there have been major developments in transition metal-catalyzed aminations of aryl halides to form anilines, a common structure found in drug agents, natural product isolates, and fine chemicals. Many of these approaches have enabled highly efficient and selective coupling through the design of specialized ligands, which facilitate reductive elimination from a destabilized metal center. We postulated that a general and complementary method for carbon-nitrogen bond formation could be developed through the destabilization of a metal amido complex via photoredox catalysis, thus providing an alternative approach to the use of structurally complex ligand systems. Here, we report the development of a distinct mechanistic paradigm for aryl amination using ligand-free nickel(II) salts, in which facile reductive elimination from the nickel metal center is induced via a photoredox-catalyzed electron-transfer event.
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