Lewis acid activation of Weiss’ reagents ([PhI(Pyr)2]2+) with boranes and isolation of [PhI(4-DMAP)]2+†
Abstract
Abstraction of a pyridine ligand from Weiss’ reagent ([PhI(Pyr)2]2+) using BF3-Et2O was found to activate Weiss’ reagent towards electrophilic aromatic substitution reactions. The activated species can be isolated when 4-DMAP is used as the pyridine ligand and was determined to be [PhI(4-DMAP)]2+ in solution. The isolated cation was reactive in electrophilic aromatic substitution reactions towards mesitylene, xylene and toluene that Weiss’ reagent itself does not react with.
![Graphical abstract: Lewis acid activation of Weiss’ reagents ([PhI(Pyr)2]2+) with boranes and isolation of [PhI(4-DMAP)]2+](/hy/Image/Get?imageInfo.ImageType=GA&imageInfo.ImageIdentifier.ManuscriptID=D1CC04725F&imageInfo.ImageIdentifier.Year=2021)
- This article is part of the themed collection: Boron Chemistry in the 21st Century: From Synthetic Curiosities to Functional Molecules
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