Efficient SN2 fluorination of primary and secondary alkyl bromides by copper(I) fluoride complexes
Type
Article
KAUST Department
Chemical Science ProgramHomogeneous Catalysis Laboratory (HCL)
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Date
2013-10-18Online Publication Date
2013-10-18Print Publication Date
2013-11-11Permanent link to this record
http://hdl.handle.net/10754/563082Metadata
Show full item recordAbstract
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.Citation
Liu, Y., Chen, C., Li, H., Huang, K.-W., Tan, J., & Weng, Z. (2013). Efficient SN2 Fluorination of Primary and Secondary Alkyl Bromides by Copper(I) Fluoride Complexes. Organometallics, 32(21), 6587–6592. doi:10.1021/om4008967Sponsors
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.Publisher
American Chemical Society (ACS)Journal
OrganometallicsRelations
Is Supplemented By:- [Dataset]
Liu, Y., Chen, C., Li, H., Huang, K.-W., Tan, J., & Weng, Z. (2014). CCDC 949811: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc10wc2b. DOI: 10.5517/cc10wc2b HANDLE: 10754/624240 - [Dataset]
Liu, Y., Chen, C., Li, H., Huang, K.-W., Tan, J., & Weng, Z. (2014). CCDC 949812: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc10wc3c. DOI: 10.5517/cc10wc3c HANDLE: 10754/624241 - [Dataset]
Liu, Y., Chen, C., Li, H., Huang, K.-W., Tan, J., & Weng, Z. (2014). CCDC 949813: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc10wc4d. DOI: 10.5517/cc10wc4d HANDLE: 10754/624242