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Organometallic reagents are essential tools in synthetic chemistry. They work even better and more effectively in combination with alkali alkoxides. The exact nature of this effect has never been well understood. A team based in Switzerland has now performed a detailed study of the mechanism of reaction of aryl bromides with organo-magnesium reagents and lithium alkoxides. As reported in the journal
Angewandte Chemie, a complex equilibrium of bimetallic intermediates plays a key role.
Substituted aromatic ring systems are an important class of building block for the synthesis of many products, including pharmaceuticals, agrochemicals, and natural substances. However, the required functional side groups cannot generally be hooked onto the ring systems in a simple way. A widely employed method uses a detour through a halogen/metal exchange. First, a halogen atom, such as bromine, is attached to the desired position on the ring system. With the use of special organometallic
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