3.1.1.3 Reactions with some Inorganic Halides
Organomagnesium halides react with inorganic halides to give organometallic compounds (Scheme 8).
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Scheme 8 |
3.1.1.4 Reactions with Alkyl/Alenyl/Aryl Halides
Alkyl, alkenyl as well as aryl triflates, bromides, and iodides can proceed substitution reactions with organomagnesium halides in the presence of transition metal catalysts. For examples, CoCl2 catalyzes the cross-coupling of phenylmagnesium bromide with benzyl bromide in 87% yield (Scheme 9) (Kharasch reaction).
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Scheme 9 |
The coupling of alkenyl halides with organomagensium halides can be successfully carried out in the presence of NiCl2(dppe) in high yield. In these reactions the existing configuration of the stereogenic double bond is completely retained (Scheme 10). These reaction conditions are also compatible for the cross-coupling aryl halides/triflates with arylmagnesium halides.
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Scheme 10 |