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Ruthenium(II)-catalysed remote C–H alkylations as a versatile platform to meta-decorated arenes

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  • Jie Li

    (Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen)

  • Korkit Korvorapun

    (Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen)

  • Suman De Sarkar

    (Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen)

  • Torben Rogge

    (Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen)

  • David J. Burns

    (Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen)

  • Svenja Warratz

    (Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen)

  • Lutz Ackermann

    (Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen)

Abstract

The full control of positional selectivity is of prime importance in C–H activation technology. Chelation assistance served as the stimulus for the development of a plethora of ortho-selective arene functionalizations. In sharp contrast, meta-selective C–H functionalizations continue to be scarce, with all ruthenium-catalysed transformations currently requiring difficult to remove or modify nitrogen-containing heterocycles. Herein, we describe a unifying concept to access a wealth of meta-decorated arenes by a unique arene ligand effect in proximity-induced ruthenium(II) C–H activation catalysis. The transformative nature of our strategy is mirrored by providing a step-economical entry to a range of meta-substituted arenes, including ketones, acids, amines and phenols—key structural motifs in crop protection, material sciences, medicinal chemistry and pharmaceutical industries.

Suggested Citation

  • Jie Li & Korkit Korvorapun & Suman De Sarkar & Torben Rogge & David J. Burns & Svenja Warratz & Lutz Ackermann, 2017. "Ruthenium(II)-catalysed remote C–H alkylations as a versatile platform to meta-decorated arenes," Nature Communications, Nature, vol. 8(1), pages 1-8, August.
    • Handle: RePEc:nat:natcom:v:8:y:2017:i:1:d:10.1038_ncomms15430
    DOI: 10.1038/ncomms15430
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