An air-stable copper reagent for nucleophilic trifluoromethylthiolation of aryl halides

Type
Article
Authors
Weng, Zhiqiang
He, Weiming
Chen, Chaohuang
Lee, Richmond
Tan, Davin
Lai, Zhiping cc
Kong, Dedao
Yuan, Yaofeng
Huang, Kuo-Wei cc
KAUST Department
Advanced Membranes and Porous Materials Research Center
Chemical Engineering Program
Chemical Science Program
Homogeneous Catalysis Laboratory (HCL)
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Date
2012-12-12
Online Publication Date
2012-12-12
Print Publication Date
2013-01-28
Permanent link to this record
http://hdl.handle.net/10754/562457

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Abstract
A series of copper(I) trifluoromethyl thiolate complexes have been synthesized from the reaction of CuF2 with Me3SiCF 3 and S8 (see scheme; Cu red, F green, N blue, S yellow). These air-stable complexes serve as reagents for the efficient conversion of a wide range of aryl halides into the corresponding aryl trifluoromethyl thioethers in excellent yields. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Citation
Weng, Z., He, W., Chen, C., Lee, R., Tan, D., Lai, Z., … Huang, K.-W. (2012). An Air-Stable Copper Reagent for Nucleophilic Trifluoromethylthiolation of Aryl Halides. Angewandte Chemie International Edition, 52(5), 1548–1552. doi:10.1002/anie.201208432
Sponsors
We thank Prof. John Hartwig for useful discussions. The financial support from National Natural Science Foundation of China (21072030) and Fuzhou University (022318) to Z.W. and KAUST to K.-W.H. are acknowledged.
Publisher
Wiley
Journal
Angewandte Chemie International Edition
DOI
10.1002/anie.201208432
PubMed ID
23239429
Relations
Is Supplemented By:
  • [Dataset]
    Weng, Z., He, W., Chen, C., Lee, R., Tan, D., Lai, Z., … Huang, K.-W. (2013). CCDC 900614: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccz752f. DOI: 10.5517/ccz752f HANDLE: 10754/624751
  • [Dataset]
    Weng, Z., He, W., Chen, C., Lee, R., Tan, D., Lai, Z., … Huang, K.-W. (2013). CCDC 900613: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccz751d. DOI: 10.5517/ccz751d HANDLE: 10754/624750
  • [Dataset]
    Weng, Z., He, W., Chen, C., Lee, R., Tan, D., Lai, Z., … Huang, K.-W. (2013). CCDC 900612: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccz750c. DOI: 10.5517/ccz750c HANDLE: 10754/624749
  • [Dataset]
    Weng, Z., He, W., Chen, C., Lee, R., Tan, D., Lai, Z., … Huang, K.-W. (2013). CCDC 900611: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccz74z9. DOI: 10.5517/ccz74z9 HANDLE: 10754/624748
Collections
Articles; Advanced Membranes and Porous Materials Research Center; Physical Science and Engineering (PSE) Division; Chemical Science Program; Chemical Engineering Program; KAUST Catalysis Center (KCC)