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DOI10.1126/science.aaz2258
Fluorination of arylboronic esters enabled by bismuth redox catalysis
Planas O.; Wang F.; Leutzsch M.; Cornella J.
发表日期2020
ISSN0036-8075
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
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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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