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DOI | 10.1126/science.aaz2258 |
Fluorination of arylboronic esters enabled by bismuth redox catalysis | |
Planas O.; Wang F.; Leutzsch M.; Cornella J. | |
发表日期 | 2020 |
ISSN | 0036-8075 |
起始页码 | 313 |
结束页码 | 317 |
卷号 | 367期号:6475 |
英文摘要 | Bismuth catalysis has traditionally relied on the Lewis acidic properties of the element in a fixed oxidation state. In this paper, we report a series of bismuth complexes that can undergo oxidative addition, reductive elimination, and transmetallation in a manner akin to transition metals. Rational ligand optimization featuring a sulfoximine moiety produced an active catalyst for the fluorination of aryl boronic esters through a bismuth (III)/bismuth (V) redox cycle. Crystallographic characterization of the different bismuth species involved, together with a mechanistic investigation of the carbonfluorine bond-forming event, identified the crucial features that were combined to implement the full catalytic cycle. © 2020 American Association for the Advancement of Science. All rights reserved. |
关键词 | aryl boronic esteraryl fluoridebisminebismuthbismuth derivativeboronic acid derivativechloridechlorobisminedifluorobismineesterfluoridefluorobenzenefluorobismineironnaphthaleneortho bromidepentavalentpentavalent bisminephenylboronic acid pinacol estersulfonetetrafluoroborate bisminetransition elementtrifluoromethyltrimethylsilyl derivativeunclassified drugunindexed drugvinyl derivativebismuthcatalysiscatalystcrystallographyesterligandoptimizationoxidationredox potentialtransition elementArticlecatalysischemical bondcrystal structurecrystallographyelimination reactionfluorinationmetallationoxidation reduction reactionoxidative couplingpriority journalreaction analysisreaction optimizationreduction (chemistry)transmetallation |
语种 | 英语 |
来源机构 | Science |
文献类型 | 期刊论文 |
条目标识符 | http://gcip.llas.ac.cn/handle/2XKMVOVA/133786 |
推荐引用方式 GB/T 7714 | Planas O.,Wang F.,Leutzsch M.,et al. Fluorination of arylboronic esters enabled by bismuth redox catalysis[J]. Science,2020,367(6475). |
APA | Planas O.,Wang F.,Leutzsch M.,&Cornella J..(2020).Fluorination of arylboronic esters enabled by bismuth redox catalysis.,367(6475). |
MLA | Planas O.,et al."Fluorination of arylboronic esters enabled by bismuth redox catalysis".367.6475(2020). |
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