1997 phenol ethers

phenol ethersQ 0270

52 - 100Nickel- vs Palladium-Catalyzed Synthesis of Protected Phenols fromAryl Halides. — A combination of Ni(cod)2 and dppf mediates theformation of tert- butyl aryl, methyl aryl, and tert-butyldimethylsilyl aryl ethersefficiently from aryl halides and sodium alkoxides or sodium siloxides undermild conditions. The formation of methyl and silyl aryl ethers occurs in higheryields for nickel catalysts than for palladium catalysts, whereas the formationof tert-butyl ethers proceeds with better yields in the presence of palladiumcatalysts. A study of various Ni(0) sources and chelating ligands in the reactionsis also presented. — (MANN, G.; HARTWIG, J. F.; J. Org. Chem. 62 (1997)16, 5413-5418; Dep. Chem. Eng., Yale Univ., New Haven, CT 06511, USA; EN)

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