Modification of Beller’s palladium-catalyzed cyanation procedure for simple aromatic
halides leads to a versatile and rapid route to complex multi-nitrile aryl and oligopyridyl
ligands that improves on known literature methods. By heating the reagents in the
high boiling solvent mesitylene to reflux temperatures at ambient pressure, we have
observed the conversion of halogenated precursors to the corresponding nitrile compounds.
The resulting compounds can be precipitated from CH2Cl2 solutions of the reaction mixtures and isolated as pure compounds in moderate to
high yields. The current approach offers a safer alternative to the pressure tube
method, as it does not involve the use of KCN at high pressures.
palladium-catalyzed cyanation - aryl halide - bipyridine - terpyridine - nitrile
