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Organosoluble Copper Clusters as Precatalysts for Carbon-Heteroelement Bond-Forming Reactions: Microwave and Conventional Heating

Gerald F. Manbeck, Adam J. Lipman, Robert A. Stockland, Jr.,* Adrienne L. Freidl, Amy F. Hasler, Joshua J. Stone and Ilia A. Guzei

*Department of Chemistry, Bucknell University, Lewisburg, Pennsylvania 17837, Email: rstocklabucknell.edu

G. F. Manbeck, A. J. Lipman, R. A. Stockland, A. L. Freidl, A. F. Hasler, J. J. Stone, I. A. Guzei, J. Org. Chem., 2005, 70, 244-250.

DOI: 10.1021/jo049469t


Abstract

Self-assembled octanuclear copper clusters catalyzed the coupling of aryl iodides with alcohols under mild conditions. Reactions involving low catalyst loadings (0.4%) and tetrahydrofurfuryl alcohol were typically complete in 4-8 h at 110C using an oil bath or 1-3 h with microwave heating.

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Key Words

Ullmann Ether Synthesis, Aryl Ethers, Microwave Synthesis


ID: J42-Y2005-010