(1S,2S)-Diphenylethylenediamine Modified Ir/SiO2 Catalyst for Asymmetric Hydrogenation of Acetophenone and Its Derivatives

doi:10.1016/S1872-2067(11)60403-8

Abstract

Abstract: An efficient and highly dispersed 5%Ir/SiO₂ catalyst for the asymmetric hydrogenation of acetophenone and its derivatives were prepared under basic conditions without the use of any stabilizer. The effects of different reaction parameters, namely, catalyst preparation, base used, chiral modifier, and concentration of (1S,2S)-diphenylethylenediamine ((1S,2S)-DPEN), were evaluated. Under optimum conditions with 5%Ir/SiO₂modified by (1S,2S)-DPEN, a high ee value of 70.0% was obtained for the asymmetric hydrogenation of acetophenone. It is noteworthy that this highest ee value was obtained with a supported metal catalyst without any stabilizer. The catalyst preparation is simple and there was no loss of enantioselectivity when the catalyst was reused several times.

Key words: iridium, acetophenone, heterogeneous asymmetric hydrogenation, (1S,2S)-diphenylethylenediamine, enantioselectivity

YANG Chao-Fen, YANG Jun, SUN Xiao-Dong, ZHU Yan-Qin, WANG Qi-1, CHEN Hua. (1S,2S)-Diphenylethylenediamine Modified Ir/SiO₂ Catalyst for Asymmetric Hydrogenation of Acetophenone and Its Derivatives[J]. Chinese Journal of Catalysis, 2012, 33(7): 1154-1160.

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URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(11)60403-8

https://www.cjcatal.com/EN/Y2012/V33/I7/1154

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(1S,2S)-Diphenylethylenediamine Modified Ir/SiO₂ Catalyst for Asymmetric Hydrogenation of Acetophenone and Its Derivatives

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