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DOI | 10.1126/science.abg5526 |
Boron insertion into alkyl ether bonds via zinc/nickel tandem catalysis | |
Hairong Lyu; Ilia Kevlishvili; Xuan Yu; Peng Liu; Guangbin Dong | |
2021-04-09 | |
发表期刊 | Science
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出版年 | 2021 |
英文摘要 | The carbon–oxygen bonds that hold alkyl ethers together are relatively inert. Lyu et al. report that zinc and nickel can team up to insert boron between the carbon and oxygen using an unusual mechanism. First, a dibromoborane pries open the bond with help from a zinc ion. Next, the nickel stitches together the carbon and boron, and the oxidation of metallic zinc starts the cycle over again. Versatile reactivity at the inserted boron center can then add carbons to the original ether or swap out oxygen for nitrogen. Science , this issue p. [175][1] Mild methods to cleave the carbon-oxygen (C−O) bond in alkyl ethers could simplify chemical syntheses through the elaboration of these robust, readily available precursors. Here we report that dibromoboranes react with alkyl ethers in the presence of a nickel catalyst and zinc reductant to insert boron into the C−O bond. Subsequent reactivity can effect oxygen-to-nitrogen substitution or one-carbon homologation of cyclic ethers and more broadly streamline preparation of bioactive compounds. Mechanistic studies reveal a cleavage-then-rebound pathway via zinc/nickel tandem catalysis. [1]: /lookup/doi/10.1126/science.abg5526 |
领域 | 气候变化 ; 资源环境 |
URL | 查看原文 |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | http://119.78.100.173/C666/handle/2XK7JSWQ/322096 |
专题 | 气候变化 资源环境科学 |
推荐引用方式 GB/T 7714 | Hairong Lyu,Ilia Kevlishvili,Xuan Yu,et al. Boron insertion into alkyl ether bonds via zinc/nickel tandem catalysis[J]. Science,2021. |
APA | Hairong Lyu,Ilia Kevlishvili,Xuan Yu,Peng Liu,&Guangbin Dong.(2021).Boron insertion into alkyl ether bonds via zinc/nickel tandem catalysis.Science. |
MLA | Hairong Lyu,et al."Boron insertion into alkyl ether bonds via zinc/nickel tandem catalysis".Science (2021). |
条目包含的文件 | 条目无相关文件。 |
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