Organomercury compounds exchange with

The mechanism and stereochemical course of electrophilic substitution reactions at saturated carbon atoms (SeI, Se2, or Sni) may also be affected by the medium [337, 382, 383]. This is especially true for Se reactions of organomercury compounds, as shown by Reutov et al. [384], Petrosyan [673], and Hughes and Ingold [385]. The isotopic exchange reaction of (a-ethoxycarbonyl)benzylmercuric bromide with radiomercuric... 

Mercury compounds are often used as electrophiles in displacements on organomercurials. There are five possible combinations of reactants in such mercury exchange reactions. A dialkylmercurial substrate may be attacked either by a mercury salt (Reaction 4.43) or by a monoalkylmercurial (Reaction 4.44) and likewise a monoalkylmercurial may react either with a mercury salt or with another monoalkylmercurial (Reactions 4.45 and 4.46). Finally, a dialkylmercurial may react with another dialkylmercurial (Reaction 4.47). (In Reactions 4.43-4.47 and in other reactions in this section, one of the reactants, and the fragments derived from that reactant in the products, are written in italics. This is done to make it easier to follow the course of the reaction.)... 

A variety of organolithiums, including benzylic, vinylic, alkynic, and 1-alkoxylithium compounds, are also accessible through the lithium-tellurium exchange, which involves the treatment of diorganotellurides with w-BuLi at —78 °C in THF (eq 25) 222 vinyllithium derivatives have been prepared from the corresponding organomercurials by essentially the same... 

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