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Front Cover Picture: Ligand‐Assisted Palladium(II)/(IV) Oxidation for sp 3 CH Fluorination (Adv. Synth. Catal. 12/2016)
Author(s) -
Sun Huan,
Zhang Yi,
Chen Ping,
Wu YunDong,
Zhang Xinhao,
Huang Yong
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600460
Subject(s) - palladium , chemistry , front cover , ligand (biochemistry) , chelation , cover (algebra) , medicinal chemistry , catalysis , transition metal , oxidation state , stereochemistry , organic chemistry , mechanical engineering , biochemistry , receptor , engineering
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 ).