Chapter 22: Amines
Synthetically Useful Transformations Involving Aryl Diazonium Ions
Summary
Aryl diazonium salts can be converted into a range of systems as shown above.
These reactions can be useful as the methodology can be complementary to
other methods of introducing aromatic substitutents
Of particular note
are the methods for introducing -F using HBF
4
(the
Schiemann reaction
) and -OH using H
2
O.
The reactions of copper salts (CuCl, CuBr and CuCN) are known as the
Sandmeyer reactions
.
Coupling with phenols gives azo-compounds which are important as yellow-red dyes or pigments.
Aryl diazonium salts are prepared from aryl amines (
previous page
) which in turn can be obtained by the
reduction
of
nitrobenzene
©
Dr. Ian Hunt
, Department of Chemistry, University of Calgary
