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Article: Organometallic chemisty. (Highlights).(Aryl iodides are almost invariably more reactive than the corresponding bromides)
- Article from:
- Chemistry and Industry
- Article date:
- March 17, 2003
- Author:
CopyrightCOPYRIGHT 2003 Society of Chemical Industry. This material is published under license from the publisher through the Gale Group, Farmington Hills, Michigan. All inquiries regarding rights should be directed to the Gale Group. (Hide copyright information)
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Conversion at aryl bromides to iodides
Aryl iodides are almost invariably more reactive than the corresponding bromides in organometallic reactions. Consequently, it is sometimes desirable to convert aryl bromides into iodides to complete a synthesis. Existing methods for doing this transformation had clear limitations but a new method from Klapars and Buchwald promises to supercede them (J Am Chem Soc 2002, 124,14844). Reaction I gives a typical example. A simple diamine ligand and copper(+ 1) iodide are used at 5mol % levels. The transformation is a equilibrium process hence excess of iodide is required. It tolerates a range of functional groups on the aryl ...