, trifluoromethyl (25), and tertiary amine (30) groups were coupled with high selectivity. The secondary alcohols isopropanol (31), cyclohexanol (32) and 1-phenylethanol (33) reacted efficiently as well. Sterically encumbered secondary (34, 35) and tertiary (36) alcohols resulted in low amounts of the desired ether products within 48 hours. Formation of diaryl ethers from the reaction of aryl bromides and phenols was not observed, presumably due to the low nucleophilicity of aromatic alcohols.