C−H Oxygenation Reactions Enabled by Dual Catalysis with Electrogenerated Hypervalent Iodine Species and Ruthenium Complexes

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review

72 Scopus Citations
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Author(s)

  • Leonardo Massignan
  • Tjark H. Meyer
  • Rositha Kuniyil
  • Antonis M. Messinis
  • Lutz Ackermann

Detail(s)

Original languageEnglish
Pages (from-to)3184-3189
Journal / PublicationAngewandte Chemie - International Edition
Volume59
Issue number8
Online published28 Nov 2019
Publication statusPublished - 17 Feb 2020
Externally publishedYes

Abstract

The catalytic generation of hypervalent iodine(III) reagents by anodic electrooxidation was orchestrated towards an unprecedented electrocatalytic C−H oxygenation of weakly coordinating aromatic amides and ketones. Thus, catalytic quantities of iodoarenes in concert with catalytic amounts of ruthenium(II) complexes set the stage for versatile C−H activations with ample scope and high functional group tolerance. Detailed mechanistic studies by experiment and computation substantiate the role of the iodoarene as the electrochemically relevant species towards C−H oxygenations with electricity as a sustainable oxidant and molecular hydrogen as the sole by-product. para-Selective C−H oxygenations likewise proved viable in the absence of directing groups. © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.

Research Area(s)

  • C−H activation, electrocatalysis, hypervalent iodine species, oxygenation, ruthenium

Citation Format(s)

C−H Oxygenation Reactions Enabled by Dual Catalysis with Electrogenerated Hypervalent Iodine Species and Ruthenium Complexes. / Massignan, Leonardo; Tan, Xuefeng; Meyer, Tjark H. et al.
In: Angewandte Chemie - International Edition, Vol. 59, No. 8, 17.02.2020, p. 3184-3189.

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review