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, and Molecular Structure Laboratory, Department of Chemistry, University of Wisconsin at Madison, Madison, Wisconsin 53706
J. Org. Chem., 2005, 70 (1), pp 244–250
DOI: 10.1021/jo048761y
Publication Date (Web): November 25, 2004
Copyright © 2005 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

,
†

 University of Wisconsin at Madison.

, rstockla@bucknell.edu

Abstract

Abstract Image

The coupling of aryl iodides with alcohols under mild conditions has been explored using self-assembled octanuclear copper clusters as catalysts. Reactions involving tetrahydrofurfuryl alcohol were typically complete in 4−8 h at 110 °C using an oil bath or 1−3 h with microwave heating. High yields of alkyl aryl ethers were obtained with catalyst loadings as low as 0.4 mol % cluster.

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History

  • Published In Issue January 07, 2005
  • Received July 20, 2004

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