Meisenheimer Complexes in SNAr Reactions: Intermediates or Transition States?

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Abstract

Meisenheimer's missing! Anionic σ‐complexes, best known as Meisenheimer complexes, have long been assumed to be intermediates in SNAr reactions. New evidence now suggests that these intermediates may only be formed in select cases and that a concerted pathway is more common. These claims are supported by 12C/13C kinetic isotopes effects, determined using a new method based on 19F NMR, and DFT calculations.
Original languageEnglish
Pages (from-to)14686-14688
Number of pages3
JournalAngewandte Chemie - International Edition
Volume57
Issue number45
Early online date15 Oct 2018
DOIs
Publication statusPublished - 5 Nov 2018

Keywords

  • concerted reactions
  • density functional calculations
  • kinetic isotope effect
  • mechanistic studies
  • nucleophilic aromatic substitution

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