Organosilver reagents

Silver(I), Cu(II) and Hg(II) have been employed in the dimerization of 1 and discussed elsewhere as has the role of the first of these in the addition of alkenes, alkynes, allenes and conjugated dienes to cyclopropabenzene. It is more than probable that product formation with Ag(I) is dictated by electrophilic addition of the metal and subsequent interaction of the organosilver benzylic cation with the hydrocarbon reagent to give ring-opened or ring-expanded products. 

The reaction of organolithiums or organomagnesium halide reagents with silver halides produces organosilvers, but these are less stable than those containing Cu and Au and readily decompose to form homo-coupled products via alkyl radicals ... 

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