An Efficient and Chemoselective Iron Catalyst for the Hydrogenation of Ketones

Charles P. Casey* and Hairong Guan
Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53706
J. Am. Chem. Soc., 2007, 129 (18), pp 5816–5817
DOI: 10.1021/ja071159f
Publication Date (Web): April 17, 2007
Copyright © 2007 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.

, casey@chem.wisc.edu

Abstract

Abstract Image

Iron complex 1 containing electronically coupled acidic and hydridic hydrogens catalyzes the hydrogenation of ketones under mild conditions. This hydrogenation catalyst shows high chemoselectivity for aldehydes, ketones, and imines, and isolated CC, CC, C−X, −NO2, epoxides, and ester functions are unaffected by the hydrogenation conditions. Mechanistic studies have established a reversible hydrogen transfer step followed by rapid dihydrogen activation. The same iron complex also catalyzes transfer hydrogenation of ketones.

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History

  • Published In Issue May 09, 2007
  • Received February 16, 2007

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