Efficient SN2 fluorination of primary and secondary alkyl bromides by copper(I) fluoride complexes

Yanpin Liu, Chaohuang Chen, Huaifeng Li, Kuo-Wei Huang, Jianwei Tan, Zhiqiang Weng

Research output: Contribution to journalArticlepeer-review

41 Scopus citations

Abstract

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. © 2013 American Chemical Society.
Original languageEnglish (US)
Pages (from-to)6587-6592
Number of pages6
JournalOrganometallics
Volume32
Issue number21
DOIs
StatePublished - Oct 18 2013

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: We acknowledge the financial support from National Natural Science Foundation of China (21072030), Research Fund for the Doctoral Program of Higher Education of China (No. 20123514110003), SRF for ROCS, SEM (J20121707), the Science Foundation of the Fujian Province, China (2013J01040), and Fuzhou University (022318, 022494) to Z.W. and King Abdullah University of Science and Technology to K.-W.H.

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

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