Air-Stable Catalysts for Highly Efficient and Enantioselective Hydrogenation of Aromatic Ketones

Jing Wu, Hua Chen, Waihim Kwok, Rongwei Guo, Zhongyuan Zhou, Chihung Yeung,* and Albert S. C. Chan*
Open Laboratory of Chirotechnology of the Institute of Molecular Technology for Drug Discovery and Synthesis and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong bcachan@polyu.edu.hk
J. Org. Chem., 2002, 67 (22), pp 7908–7910
DOI: 10.1021/jo026168f
Publication Date (Web): October 10, 2002
Copyright © 2002 American Chemical Society
*

 Address correspondence to this author. Phone:  +00-852-27665646. Fax:  +00-852-23649932. E-mail:  bcachan@polyu.edu.hk.

Abstract

Abstract Image

A series of chiral trans-[RuCl2(dipyridylphosphine)(1,2-diamine)] complexes have been synthesized and characterized by NMR and single-crystal X-ray diffraction studies. These Ru complexes combined with (CH3)3COK in 2-propanol formed a very effective catalyst system for the hydrogenation of a diverse range of simple aromatic ketones with high activity (substrate-to-catalyst ratio up to 100 000) and excellent enantioselectivity (up to >99.9%). The catalyst system was also found to be stable in solution even under a normal atmosphere.

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History

  • Published In Issue November 01, 2002
  • Received July 9, 2002

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