Ferrocenylimidazoline palladacycles as efficient catalysts for the aza‐Claisen rearrangement reaction of allylic imidates |
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Authors: | Xiuling Cui Ji Ma Dejian Yang Junliang Wu Maoping Song Yangjie Wu |
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Institution: | Chemistry Department, Key Laboratory of Chemical Biology and Organic Chemistry of Henan, Key Laboratory of Applied Chemistry of Henan Universities, Zhengzhou University, Zhengzhou 450052, People's Republic of China |
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Abstract: | Chloride‐bridged palladacycle dimers 1 have been evaluated as catalysts for the aza‐Claisen rearrangement of allylic imidates 2 to the corresponding allyl amides 3 . Cyclopalladated complexes 1b–e bearing electron‐donating substituents on imidazoline ring were identified as being superior catalysts because excellent yields were obtained without using silver salts for activation. In addition, a correlation between substituents on the imidazoline ring and catalytic activity of palladacycles was established. The electron‐deficient ligands and good solubility of catalysts in the reaction solution increase the catalytic activity. Copyright © 2008 John Wiley & Sons, Ltd. |
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Keywords: | ferrocenylimidazoline palladacycle catalyst aza‐Claisen rearrangement reaction |
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