4.8 Article

Meta Selective C-H Borylation of Sterically Biased and Unbiased Substrates Directed by Electrostatic Interaction

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 143, 期 20, 页码 7604-7611

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AMER CHEMICAL SOC
DOI: 10.1021/jacs.1c01770

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资金

  1. SERB-STAR AWARD grant [STR/2019/000045]
  2. SERB-CRG grant [CRG/2018/000133]
  3. SERB-SUPRA grant [SPR/2019/000158]
  4. UGC
  5. CSIR
  6. SERB-SUPRA
  7. SERB

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An electrostatically directed meta borylation method allows for highly selective borylation reactions on various substrates. This method avoids the need to synthesize complex ligands/templates and can be conducted under milder conditions.
An electrostatically directed meta borylation of sterically biased and unbiased substrates is described. The borylation follows an electrostatic interaction between the partially positive and negative charges between the ligand and substrate. With this strategy, it has been demonstrated that a wide number of challenging substrates, especially 4-substituted substrates, can selectively be borylated at the meta position. Moreover, unsubstituted substrates also displayed excellent meta selectivity. The reaction employs a bench-stable ligand and proceeds at a milder temperature, precluding the need to synthesize a bulky and sophisticated ligand/template.

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