Amination of Aryl Halides

By: Josephine Nakhla, Aldrich ChemFiles 2009, 9.2, 11.

Aldrich ChemFiles 2009, 9.2, 11.

Chlorophosphines

The Buchwald-Hartwig amination reaction, or the coupling between an aryl halide and an amine, is extremely important in various areas of both academic and industrial research. The amination of aryl chlorides with various amines can be notoriously difficult, usually requiring bulky phosphines to achieve reasonable yields. However, the scope of amination reactions using these bulkier phosphines is still somewhat limited with respect to the variety of aryl chlorides that can be employed. To address this limitation, Ackermann et al. synthesized a diaminophosphine ligand, which, when used with Pd(dba)2, afforded good yields for the catalytic amination of a wide variety of aryl chlorides with different primary and secondary amines (Scheme 6).1


Scheme 6.

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Materials

     

References

  1. Ackermann, L. et al. Angew. Chem., Int. Ed. 2006, 45, 7627.

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