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Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry Volume 42, 2012 - Issue 4
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Original Articles

New C2-Symmetric Chiral Tetraaza Ligands and Their Application for [Ru(p-cymene)Cl2]2-Catalyzed Asymmetric Transfer Hydrogenation

Yiling Hong College of Material Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, P. R. China
,
Huajie Tan College of Material Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, P. R. China
,
Jin Qiu College of Material Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, P. R. China
&
Liang Shen College of Material Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, P. R. China
Pages 502-506 | Received 07 Jul 2011, Accepted 07 Aug 2011, Published online: 01 May 2012
 
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Abstract

Two new chiral ligands (S, S, S, S)-N, N′-bis(2-p-toluene- sulfonylaminocyclohexyl) ethylenediamine (2a) and (S, S, S, S)-N, N′-bis(2-p-toluenesulfonylaminocyclohexyl) trimethylenediamine (2b) were prepared and confirmed by means of elemental analysis, IR, 1H NMR, and MS. The catalytic effect for asymmetric transfer hydrogenation of acetophenone has been investigated using [Ru(p-cymene)Cl2]2 and above C2-symmetric chiral tetraaza ligands in 2-propanol/KOH. The chiral 1-phenylethanol was obtained with good conversion (87–98%) and low enantiometric excess (4–27%).

Acknowledgments

The authors express their gratitude to the Zhejiang Provincial Natural Science Foundation of China for financial Support through Project No. Y4090056.

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