09-05-2012, 12:28 PM
Organometallic Compounds
[attachment=21655]
Organometallic compound: A compound that contains a carbon-metal bond.
In this chapter, we focus on organometallic compounds of Mg, Li, and Cu.
These classes illustrate the usefulness of organometallics in modern synthetic organic chemistry.
They illustrate how the use of organometallics can bring about transformations that cannot be accomplished in any other way.
RMgX and RLi
Grignard reagents dissolve as coordination compounds solvated by ether.
ethylmagnesium bromide, EtMgBr
RMgX and RLi are valuable in synthesis as nucleophiles.
The carbon bearing the halogen is transformed from an electrophile to a nucleophile.
Gilman Reagents
Lithium diorganocopper reagents, known more commonly as Gilman reagents.
Prepared by treating an alkyl, aryl, or alkenyl lithium compound with Cu(I) iodide.
Carbenes and Carbenoids
Simmons-Smith reaction
The organozinc compound reacts with an alkene by a concerted mechanism.
[attachment=21655]
Organometallic compound: A compound that contains a carbon-metal bond.
In this chapter, we focus on organometallic compounds of Mg, Li, and Cu.
These classes illustrate the usefulness of organometallics in modern synthetic organic chemistry.
They illustrate how the use of organometallics can bring about transformations that cannot be accomplished in any other way.
RMgX and RLi
Grignard reagents dissolve as coordination compounds solvated by ether.
ethylmagnesium bromide, EtMgBr
RMgX and RLi are valuable in synthesis as nucleophiles.
The carbon bearing the halogen is transformed from an electrophile to a nucleophile.
Gilman Reagents
Lithium diorganocopper reagents, known more commonly as Gilman reagents.
Prepared by treating an alkyl, aryl, or alkenyl lithium compound with Cu(I) iodide.
Carbenes and Carbenoids
Simmons-Smith reaction
The organozinc compound reacts with an alkene by a concerted mechanism.