Efficient SN2 Fluorination of Primary and Secondary Alkyl Bromides by Copper(I) Fluoride Complexes

Copper(I) fluoride complexes ligated by phenanthroline derivatives have been synthesized and structurally characterized by X-ray crystallography. These complexes adopt as either ionic or neutral forms in the solid state, depending on the steric bulkiness of the substituent groups on the phenanthroli...

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Published inOrganometallics Vol. 32; no. 21; pp. 6587 - 6592
Main Authors Liu, Yanpin, Chen, Chaohuang, Li, Huaifeng, Huang, Kuo-Wei, Tan, Jianwei, Weng, Zhiqiang
Format Journal Article
LanguageEnglish
Published American Chemical Society 11.11.2013
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Summary:Copper(I) fluoride complexes ligated by phenanthroline derivatives have been synthesized and structurally characterized by X-ray crystallography. These complexes adopt as either ionic or neutral forms in the solid state, depending on the steric bulkiness of the substituent groups on the phenanthroline ligands. These complexes react with primary and secondary alkyl bromides to produce the corresponding alkyl fluorides in modest to good yields. This new method is compatible with a variety of important functional groups such as ether, thioether, amide, nitrile, methoxyl, hydroxyl, ketone, ester, and heterocycle moieties.
ISSN:0276-7333
1520-6041
DOI:10.1021/om4008967