Boron insertion into alkyl ether bonds via zinc/nickel tandem catalysis

doi:10.1126/science.abg5526

GSTDTAP > 气候变化

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
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).