Issue 19, 2013

An alternative picture of alkali-metal-mediated metallation: cleave and capture chemistry

Abstract

This perspective article takes an alternative look at alkali-metal-mediated chemistry (exchange of a relatively inert C–H bond for a more reactive C–metal bond by a multicomponent reagent usually containing an alkali metal and a less electropositive metal such as magnesium or zinc). It pictures that the cleavage of selected C–H bonds can be accompanied by the capturing of the generated anion by the multi (Lewis acid)–(Lewis base) character of the residue of the bimetallic base. In this way small atoms or molecules (hydrides, oxygen-based anions) as well as sensitive organic anions (of substituted aromatic compounds, ethers or alkenes) can be captured. Cleave and capture reactions which occur in special positions on the organic substrate are also included.

Graphical abstract: An alternative picture of alkali-metal-mediated metallation: cleave and capture chemistry

Article information

Article type
Perspective
Submitted
07 Jan 2013
Accepted
18 Feb 2013
First published
18 Feb 2013
This article is Open Access
Creative Commons BY license

Dalton Trans., 2013,42, 6676-6693

An alternative picture of alkali-metal-mediated metallation: cleave and capture chemistry

R. E. Mulvey, Dalton Trans., 2013, 42, 6676 DOI: 10.1039/C3DT00053B

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