Flavin-Catalyzed Generation of Diimide:  An Environmentally Friendly Method for the Aerobic Hydrogenation of Olefins

Yasushi Imada,* Hiroki Iida, and Takeshi Naota*;
Department of Chemistry, Graduate School of Engineering Science, Osaka University, Machikaneyama, Toyonaka, Osaka 560-8531, Japan
J. Am. Chem. Soc., 2005, 127 (42), pp 14544–14545
DOI: 10.1021/ja053976q
Publication Date (Web): September 30, 2005
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.

, imada@chem.es.osaka-u.ac.jp, ; , naota@chem.es.osaka-u.ac.jp

Abstract

Abstract Image

The first green and practical method for “aerobic hydrogenation” involving the use of hydrazine and an organocatalyst is described. Olefins can be hydrogenated by treatment with hydrazine in the presence of a 5-ethyl-3-methyllumiflavinium perchlorate (FlEt+·ClO4-) catalyst under O2 atmosphere to give the corresponding hydrogenated products in excellent yields along with environmentally benign water and molecular nitrogen as the only waste products.

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History

  • Published In Issue October 26, 2005
  • Received June 15, 2005

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