Novel Dendritic Ligands of Chiral 1,2-Diamine and Their Application in Asymmetric Hydrogenation of Simple Aryl Ketones

Weiguo Liu; Xin Cui; Linfeng Cun; Jun Wu; Jin Zhu; Jingen Deng; Qinghua Fan

doi:10.1055/s-2005-869862

LETTER

Novel Dendritic Ligands of Chiral 1,2-Diamine and Their Application in Asymmetric Hydrogenation of Simple Aryl Ketones

Weiguo Liu^a,c, Xin Cui^a, Linfeng Cun^a, Jun Wu^a, Jin Zhu^a, Jingen Deng*^a,c, Qinghua Fan^b
^a Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, P. R. China
^b Laboratory of Chemical Biology, Center for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing, P. R.China
^c Graduate School of the Academy of Sciences, Beijing, P. R. China
Fax: +86(28)85223978; e-Mail: jgdeng@cioc.ac.cn;

Abstract

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Abstract

Novel dendritic chiral vicinal diamine ligands have been synthesized and a series of dendritic Ru(BINAP)(diamine) catalysts were developed for asymmetric hydrogenation of a variety of simple aryl ketones in good catalytic activity and high enantioselectivity, as well as facile catalyst recycling. An increase of enantioselectivities was obtained by using the dendritic catalysts compared with Noyori catalysts under the same conditions in the case of several substrates. Meanwhile, a remarkable structural effect on catalytic activity and enantioselectivity, as well as reuse was observed.

Key words

chiral 1,2-diamine - dendritic ligand - ruthenium complex - asymmetric hydrogenation

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