Organometallic compounds with halides

It might be mentioned that matters are much simpler for organometallic compounds with less-polar bonds. Thus Et2Hg and EtHgCl are both definite compounds, the former is a liquid and the latter is a solid. Organocalcium reagents are also known, and they are formed from alkyl halides via a single electron transfer (SET) mechanism with free-radical intermediates. "... 

Coupling of Organometallic Compounds with Aryl Halides, Ethers, and Carboxylic Esters... 

Coupling of organometallic compounds with aryl halides, ethers, and... 

Reaction of aryl organometallic compounds with halogens Aryl halide exchange halo-denitration halo-dehydroxylation Reaction between diazonium salts and iodide ion Heating of diazonium fluoroborates (Schiemann)... 

Zinc forms numerous organometallic compounds, with the dialkyls being the most important. Although these compounds do not associate to give aggregates, they are spontaneously flammable. The reaction of a zinc halide with a Grignard reagent can be used to prepare the compounds. 

We have already encountered one type of organometallic compound with a negative charge on carbon sodium acetylides, covered in Section 9-7. Terminal alkynes are weakly acidic, and they are converted to sodium acetylides by treatment with an unusually strong base, sodium amide. These sodium acetylides are useful nucleophiles, reacting with alkyl halides and carbonyl compounds to form new carbon-carbon bonds. 

First, coordinatively unsaturated active palladium catalyst, PdL2, is produced via dissociation of the ligands, which then reacts with acyl halide to give the acylpalladium intermediate. Since deinsertion of CO of the acylpalladium derivatives may occur simul-taneously, the next step, transmetallation (so-called metathesis), is the most crucial for the efficiency of the overall reaction. A variety of organometallic compounds, such as boron, aluminum, copper, zinc, mercury, silicon, tin, lead, zirconium, and bismuth, are used as the partner in this coupling reaction without loss of CO. In this section, the important features of the cross-coupling reactions of a variety of organometallic compounds with acyl halides and related electrophiles are discussed. 

Reactions of organometallic compounds with metal halides... 

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