4.7 Article

A directing group-assisted ruthenium-catalyzed approach to accessmeta-nitrated phenols

Journal

CHEMICAL COMMUNICATIONS
Volume 56, Issue 52, Pages 7100-7103

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cc02851g

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Funding

  1. research grant SERB-India [CRG/2018/003915]
  2. J. C. Bose Fellowship (SERB)
  3. UGC-India

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meta-Selective C-H nitration of phenol derivatives was developed using a Ru-catalyzed sigma-activation strategy. Cu(NO3)(2)center dot 3H(2)O was employed as the nitrating source, whereas Ru-3(CO)(12)was found to be the most suitable metal catalyst for the protocol. Mechanistic studies suggested involvement of anortho-C-Ar-H metal intermediate, which promotedmeta-electrophilic aromatic substitution and silver-assisted free-radical pathway.

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