Publication

The preparation of organolithium reagents and intermediates

Manfred Schlosser
2004
Book Chapters

Abstract

A review. Only the most important methods for the generation of organometallic reagents and intermediates are covered in this review. This holds for the reductive insertion of Li into org. halides, the permutational interconversion of org. halides with organolithiums, and the permutational interconversion of hydrocarbons with organolithiums. In addn., 3 special methods are featured, the Brook isomerization, the Shapiro reaction and the sulfoxide-alkyllithium interconversion. These topics have been neglected for a long while, but begin to find now the attention they deserve because of their unexploited potential. [on SciFinder (R)]

Official source

https://infoscience.epfl.ch/entities/publication/30f8d5e3-e73f-4574-b22c-190c7d7fa8ef

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Manfred Schlosser
2004
Book Chapters

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/30f8d5e3-e73f-4574-b22c-190c7d7fa8ef

About this result

Related concepts (32)

Organolithium reagent

In organometallic chemistry, organolithium reagents are chemical compounds that contain carbon–lithium (C–Li) bonds. These reagents are important in organic synthesis, and are frequently used to transfer the organic group or the lithium atom to the substrates in synthetic steps, through nucleophilic addition or simple deprotonation. Organolithium reagents are used in industry as an initiator for anionic polymerization, which leads to the production of various elastomers.

Grignard reagent

A Grignard reagent or Grignard compound is a chemical compound with the general formula , where X is a halogen and R is an organic group, normally an alkyl or aryl. Two typical examples are methylmagnesium chloride and phenylmagnesium bromide . They are a subclass of the organomagnesium compounds. Grignard compounds are popular reagents in organic synthesis for creating new carbon-carbon bonds. For example, when reacted with another halogenated compound in the presence of a suitable catalyst, they typically yield and the magnesium halide as a byproduct; and the latter is insoluble in the solvents normally used.

Organometallic chemistry

Organometallic chemistry is the study of organometallic compounds, chemical compounds containing at least one chemical bond between a carbon atom of an organic molecule and a metal, including alkali, alkaline earth, and transition metals, and sometimes broadened to include metalloids like boron, silicon, and selenium, as well. Aside from bonds to organyl fragments or molecules, bonds to 'inorganic' carbon, like carbon monoxide (metal carbonyls), cyanide, or carbide, are generally considered to be organometallic as well.

Related publications (3)

The preparation of organolithium reagents and intermediates

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