Screening of ligands for the Ullmann synthesis of electron-rich diaryl ethers

Beilstein J Org Chem. 2012:8:1105-11. doi: 10.3762/bjoc.8.122. Epub 2012 Jul 17.

Abstract

In the search for new ligands for the Ullmann diaryl ether synthesis, permitting the coupling of electron-rich aryl bromides at relatively low temperatures, 56 structurally diverse multidentate ligands were screened in a model system that uses copper iodide in acetonitrile with potassium phosphate as the base. The ligands differed largely in their performance, but no privileged structural class could be identified.

Keywords: C–O bond formation; Ullmann-type coupling; catalysis; diaryl ethers; nucleophilic aromatic substitution.