Lithium, organo-, reagents alkyl halides

Halogen-metal exchange tolls the knell of one appealing way to make carbon-carbon bonds. It may already have occurred to you that we might make a Grignard or organo-lithium reagent and combine it with another alkyl halide to make a new carbon-carbon a bond. 

Organocadmium compounds can be prepared from Grignard reagents or organo-lithium compounds by reaction with Cd(II) salts.180 They can also be prepared directly from alkyl, benzyl, and aryl halides by reaction with highly reactive cadmium metal generated by reduction of Cd(II) salts.181... 

Organo magnesium halides and organo lithium compounds are readily accessible alkylation and arylation reagents. However, they have little practical importance for the preparation of diorgano tellurium derivatives. Tellurium tetrachloride cannot be alkylated or arylated stepwise to give, for instance, diorgano tellurium dihalides, which could... 

Organo -Ca, -Sr and -Ba derivatives are prepared from the metals. With Be, however, the compounds are produced from anhydr BeCl2 and organomagnesium-halide reagents or lithium alkyls. In principle, RBe derivatives can also be formed from Be metal. Thus, a Be mirror disappears by the effect of alkyl radicals, but such reactions cannot be used in practice. Beryllium dialkyls also can be prepared from olefins and Hj with the metal in the presence of small amounts of Br2 or I2, and by the electrolysis of M[A1R3R ] complexes (M = Na, K R = alkyl R = alkyl, alkoxy) using anodes of pure Be. However, laboratory application is limited owing to the lack of detailed information and the need for expensive apparatus. 

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