Volume 19, Issue 8 pp. 794-799
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Synthesis of Novel Chiral Biphenylamine Ligand 6,6'-Dimethoxy-2,2′-diaminobiphenyl

Yi-Xin Chen

Yi-Xin Chen

Department of Chemistry, Guangzhou University, Guangzhou, Guangdong 510405, China

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Yue-Ming Li

Yue-Ming Li

Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong, China

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Kim-Hung Lam

Kim-Hung Lam

Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong, China

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Altera S. C. Chan

Altera S. C. Chan

Department of Chemistry, Guangzhou University, Guangzhou, Guangdong 510405, China

Open Laboratory of Chirotechnology and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong, China

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First published: 26 August 2010
Citations: 10

Abstract

A new chiral ligand 6,6′-dimethoxy-2,2′-diaminobiphenyl was successfully prepared from 3-nitrophenol via iodination, Ullmann coupling, and reduction. The resolving reagent (2R, 3R)- or (2S,3S)-2,3-di (phenylaminocarbonyl)tartaric acid was prepared from commercially available tartaric acid in large scale and was used to resolve the racemic 6,6′-dimethoxy-2,2′-diaminobiphenyl. The chiral 6,6′- dimethoxy-2,2′-diaminobiphenyl obtained was proved to be enantiomerically pure.

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