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DOI | 10.1126/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 |
ISSN | 0036-8075 |
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
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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 |
推荐引用方式 GB/T 7714 | 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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