A Class of Effective of Decarboxylative Perfluoroalkylating Reagents: [(phen)2Cu](O2CRF)
KAUST DepartmentChemical Science Program
Homogeneous Catalysis Laboratory (HCL)
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Permanent link to this recordhttp://hdl.handle.net/10754/605855
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AbstractThis article describes the invention of a class of effective reagents [(phen)2Cu](O2CRF) (1) for the decarboxylative perfluoroalkylation of aryl and heteroaryl halides. Treatment of the copper tert-butyloxide with phenanthroline ligands, with subsequent addition of perfluorocarboxylic acids afforded the air-stable copper(I) perfluorocarboxylato complexes 1. These complexes reacted with a variety of aryl and heteroaryl halides to form perfluoroalkyl(hetero)arenes in moderate to high yields. Computational studies suggested that the coordination of the second phen ligand may reduce the energy barrier for the decarboxylation of perfluorocarboxylate to facilitate the perfluoroalkylation.
CitationA Class of Effective of Decarboxylative Perfluoroalkylating Reagents: [(phen)2Cu](O2CRF) 2016 Dalton Trans.
SponsorsFinancial support from the National Natural Science Foundation of China (NSFC) (grant number 21372044), the Research Fund for the Doctoral Program of Higher Education of China (grant number 20123514110003), and Fuzhou University (grant number 022494) is gratefully acknowledged.
PublisherRoyal Society of Chemistry (RSC)
RelationsIs Supplemented By:
Huang, Y., Ajitha, M. J., Huang, K.-W., Zhang, Z., & Weng, Z. (2016). CCDC 1427126: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccdc.csd.cc1jx1bt. DOI: 10.5517/ccdc.csd.cc1jx1bt HANDLE: 10754/624523
Huang, Y., Ajitha, M. J., Huang, K.-W., Zhang, Z., & Weng, Z. (2016). CCDC 1427127: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccdc.csd.cc1jx1cv. DOI: 10.5517/ccdc.csd.cc1jx1cv HANDLE: 10754/624524