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Article 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.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5472771PMC
http://dx.doi.org/10.1038/ncomms15430DOI Listing

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Article Synopsis
  • The importance of controlling positional selectivity in C-H activation technology is emphasized, particularly for ortho-selective arene functionalizations developed through chelation assistance.
  • Despite challenges, meta-selective C-H functionalizations are limited and often require complex nitrogen-containing heterocycles that are hard to manipulate.
  • The described strategy introduces a novel approach using proximity-induced ruthenium(II) C-H activation, enabling more efficient access to various meta-substituted arenes, which are valuable in fields like crop protection and medicinal chemistry.
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