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Summary

Compounds that contain a metal-carbon bond, R-M, are known as "organometallic" compounds.
Organometallic compounds of Li, Mg (Grignard reagents) are amongst some of the most important organic reagents.
Many other metals have been utilised, for example Na, Cu and Zn.

Organometallic compounds provide a source of nucleophilic carbon atoms which can react with electrophilic carbon to form a new carbon-carbon bond.  This is very important for the synthesis of complex molecules from simple starting materials.

To rationalise the general reactivity of organometallics it is convenient to view them as ionic, so R-M R-M+

The most important reactions is this chapter are the reactions of organolithiums, RLi, and Grignard reagents, RMgX, with the carbonyl groups in aldehydes, ketones and esters to give alcohols. However, we will also look at some useful reactions involving Cu, Zn and Hg (mercury).

Organometallic Compounds

Preparations of Organometallic Reagents Reactions involving Organometallic Reagents Retrosynthesis Problems
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Dr. Ian Hunt, Department of Chemistry, University of Calgary