Halopyridiniums also do the trick: An easily accessible class of highly potent bis(pyridinium)-based multidentate halogen-bond (XB) donors is introduced, which, in addition to their inherent XB acidity, also include a built-in redox option (see scheme). These XB donors function as activating reagents for the carbon–bromine bond in benzhydryl bromide. During the reaction, bromide is oxidized to elemental bromine, which forms the basis of a parallel activation mechanism.
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Kniep et al. (2012) studied this question.
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