Front Cover Picture: Ligand-Assisted Palladium(II)/(IV) Oxidation for sp3 CH Fluorination (Adv. Synth. Catal. 12/2016)
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The front cover image, provided by Wu, Zhang, Huang and co-workers, illustrates a synergistic effort of experimental and computational studies of a palladium-catalyzed direct fluorination reaction. There is strong evidence that the oxidation of palladium from II to IV is energetically demanding for substrates bearing a chelating directing group, such as 8-aminoquinoline. We find that this problematic step can be resolved using a simple quinoxazline ligand that significantly lowers the energy of the transition state of palladium oxidation. This discovery led to a practical synthesis of β-fluoro amides. Details can be found in the full paper on pages 1946–1957 (H. Sun, Y. Zhang, P. Chen, Y.-D. Wu, X. Zhang, Y. Huang, Adv. Synth. Catal.­ 2016, 358, 1946–1957; DOI: 10.1002/adsc.201600015).
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