meta-C−H Bromination on Purine Bases by Heterogeneous Ruthenium Catalysis

Svenja Warratz, David J. Burns, Cuiju Zhu, Korkit Korvorapun, Torben Rogge, Julius Scholz, Christian Jooss, Dmitri Gelman, Lutz Ackermann*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

116 Scopus citations

Abstract

Methods for positionally selective remote C−H functionalizations are in high demand. Herein, we disclose the first heterogeneous ruthenium catalyst for meta-selective C−H functionalizations, which enabled remote halogenations with excellent site selectivity and ample scope. The versatile heterogeneous Ru@SiO2catalyst was broadly applicable and could be easily recovered and reused, which set the stage for the direct fluorescent labeling of purines. In contrast to palladium, rhodium, iridium, or cobalt complexes, solely the ruthenium catalysis manifold provided access to meta-halogenated purine derivatives, illustrating the unique power of ruthenium C−H activation catalysis.

Original languageAmerican English
Pages (from-to)1557-1560
Number of pages4
JournalAngewandte Chemie - International Edition
Volume56
Issue number6
DOIs
StatePublished - Feb 2017

Bibliographical note

Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

  • C−H activation
  • heterogeneous catalysis
  • meta selectivity
  • nucleobases
  • ruthenium

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