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DOI10.1126/science.1178239
Formation of arf from lpdar(f): catalytic conversion of aryl triflates to aryl fluorides
Watson D.A.; Su M.; Teverovskiy G.; Zhang Y.; Garcia-Fortanet J.; Kinzel T.; Buchwaldf S.L.
发表日期2009
ISSN0036-8075
起始页码1661
结束页码1664
卷号325期号:5948
英文摘要Despite increasing pharmaceutical importance, fluorinated aromatic organic molecules remain difficult to synthesize. Present methods require either harsh reaction conditions or highly specialized reagents, making the preparation of complex fluoroarenes challenging. Thus, the development of general methods for their preparation that overcome the limitations of those techniques currently in use is of great interest. We have prepared [LPd(II)Ar(F)] complexes, where L is a biaryl monophosphine ligand and Ar is an aryl group, and identified conditions under which reductive elimination occurs to form an Ar-F bond. On the basis of these results, we have developed a catalytic process that converts aryl bromides and aryl triflates into the corresponding fluorinated arenes by using simple fluoride salts. We expect this method to allow the introduction of fluorine atoms into advanced, highly functionalized intermediates.
英文关键词bromine derivative; fluoride; ligand; palladium; phosphine derivative; polycyclic aromatic hydrocarbon derivative; trifluoromethanesulfonic acid; catalysis; complexation; functional group; ligand; reaction kinetics; reduction; article; atom; catalysis; chemical bond; chemical reaction; chemical structure; controlled study; fluorination; priority journal; room temperature; stoichiometry; synthesis; Catalysis; Contrast Media; Fluorides; Fluorine; Fluorine Radioisotopes; Hydrocarbons, Fluorinated; Isomerism; Ligands; Mesylates; Molecular Structure; Oxidation-Reduction; Palladium; Physicochemical Processes; Positron-Emission Tomography
语种英语
来源期刊Science
文献类型期刊论文
条目标识符http://gcip.llas.ac.cn/handle/2XKMVOVA/245976
作者单位Department of Chemistry, Massachusetts Institute of Technology (MIT), Cambridge, MA 02139, United States; Department of Chemistry and Biochemistry, University of Delaware, Newark, DE 19716, United States
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Watson D.A.,Su M.,Teverovskiy G.,et al. Formation of arf from lpdar(f): catalytic conversion of aryl triflates to aryl fluorides[J],2009,325(5948).
APA Watson D.A..,Su M..,Teverovskiy G..,Zhang Y..,Garcia-Fortanet J..,...&Buchwaldf S.L..(2009).Formation of arf from lpdar(f): catalytic conversion of aryl triflates to aryl fluorides.Science,325(5948).
MLA Watson D.A.,et al."Formation of arf from lpdar(f): catalytic conversion of aryl triflates to aryl fluorides".Science 325.5948(2009).
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