Asymmetric Hydrogenation of Benzalacetone Catalyzed by RuCl2(TPPTS)2-(S,S)-DPENDS in Water Medium

Chinese Journal of Catalysis ›› 2010, Vol. 31 ›› Issue (3): 273-277.

• Articles • Previous Articles Next Articles

Asymmetric Hydrogenation of Benzalacetone Catalyzed by RuCl2(TPPTS)2-(S,S)-DPENDS in Water Medium

WANG Jinbo1, QIN Ruixiang1, XIONG Wei1, JIA Yun1, LIU Derong1, FENG Jian1, CHEN Hua2,*

1College of Chemistry and Chemical Engineering, Chongqing College of Science and Technology, Chongqing 401331, China 2Key Labora-tory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, Sichuan, China

Received:2010-03-25 Online:2010-03-25 Published:2010-03-25

Abstract

Abstract: The asymmetric hydrogenation of benzalacetone catalyzed by RuCl2(TPPTS)2-(S,S)-DPENDS in water medium was investigated. The selectivity of 96.0% for 4-phenyl-3-butene-2-ol and ee value of 71.2% were obtained. The catalyst could be reused five times without evident loss of catalytic activity and enantioselectivity.

Key words: ruthenium monophosphine complex, benzalacetone, water medium, asymmetric hydrogenation, enantioselectivity

WANG Jinbo;QIN Ruixiang;XIONG Wei;JIA Yun;LIU Derong;FENG Jian;CHEN Hua;*. Asymmetric Hydrogenation of Benzalacetone Catalyzed by RuCl2(TPPTS)2-(S,S)-DPENDS in Water Medium[J]. Chinese Journal of Catalysis, 2010, 31(3): 273-277.

×
share this article

Add to citation manager EndNote|Ris|BibTeX

URL: https://www.cjcatal.com/EN/

https://www.cjcatal.com/EN/Y2010/V31/I3/273

[1]	Lin Tao, Chunzhi Li, Yiqi Ren, He Li, Jian Chen, Qihua Yang. Synthesis of polymer/CNTs composites for the heterogeneous asymmetric hydrogenation of quinolines [J]. Chinese Journal of Catalysis, 2019, 40(10): 1548-1556.
[2]	Zaihong Guan, Shengmei Lu, Can Li. Highly oxidized Pt species stabilized inside carbon nanotubes for asymmetric hydrogenation [J]. Chinese Journal of Catalysis, 2015, 36(9): 1535-1542.
[3]	Xiangning Chen, Han Zhou, Hanmin Huang. Diastereo- and enantioselective conjugate addition of α-keto esters to nitroalkenes: Complete switch in the enantioselectivity by tuning the metal center or rigidity of the ligand [J]. Chinese Journal of Catalysis, 2015, 36(1): 57-67.
[4]	QIN Rui-Xiang, WANG Jin-Bo, XIONG Wei, FENG Jian, LIU De-Rong, CHEN Hua. Green and Recyclable Medium for Asymmetric Hydrogenation of Benzalacetone Catalyzed by RuCl₂(TPPTS)₂-(S,S)-DPENDS [J]. Chinese Journal of Catalysis, 2012, 33(7): 1146-1153.
[5]	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.
[6]	ZHU Feng-Xia, ZHOU Jian-Feng, ZHU Hui-Qin, LI He-Xing. Periodic Mesoporous Organogold(I)silica Catalysts for Hydration of Alkyne to Methyl Ketone in Water Medium [J]. Chinese Journal of Catalysis, 2012, 33(6): 1061-1066.
[7]	QIN Rui-Xiang, WANG Jin-Bo, XIONG Wei, LIU De-Rong, FENG Jian, CHEN Hua. Asymmetric Hydrogenation of Aromatic Ketones Catalyzed by Achiral Monophosphine TPPTS-Stabilized Ru in PEG-Water [J]. Chinese Journal of Catalysis, 2011, 32(9): 1490-1495.
[8]	XIONG Wei, LIU De-Rong, JIA Yun, QIN Rui-Xiang, QIU Hui-Dong, WANG Jin-Bo, LI Xian-Jun. Asymmetric Hydrogenation of Aromatic Ketones Catalyzed by L-Proline-Modified Ru-PPh₃/γ-Al₂O₃ Catalyst [J]. Chinese Journal of Catalysis, 2011, 32(7): 1275-1279.
[9]	WANG Hai-Hong, WANG Hong-Na, LI Xiao-Hong, WANG Yi-Meng, WU Peng. Asymmetric Hydrogenation of Ethyl Pyruvate on Chirally Modified Pt Catalysts Supported on Al2O3@FDU-14 Mesoporous Composites [J]. Chinese Journal of Catalysis, 2011, 32(11): 1677-1684.
[10]	QIN Li-Na, YU Xiao-Wei, XU Yan. Asymmetric Transesterification Resolution of (R,S)-α-Phenylethanol in a Non-aqueous Medium by Microbial Lipase [J]. Chinese Journal of Catalysis, 2011, 32(10): 1639-1644.
[11]	WAN Bo;ZHAO Qinglu;WANG Lailai;*. Synthesis of Chiral Bulky Monophosphite Ligands and Their Application in Cu-Catalyzed Asymmetric Conjugate Addition of Diethylzinc to Cyclic Enones [J]. Chinese Journal of Catalysis, 2010, 31(5): 514-517.
[12]	PENG Zonghai;MA Menglin;FU Haiyan;CHEN Hua;*;LI Xianjun. Asymmetric Hydrogenation of β-Ketoesters Catalyzed by Ru Complex with Para-alkoxy Substituted MeO-BIPHEP Type Diphosphine Ligands [J]. Chinese Journal of Catalysis, 2010, 31(2): 191-194.
[13]	ZHU Fengxia, YANG Xushi, YANG Didi, LI Hexing*. Preparation of Ordered Mesoporous Organometallic Pd(II) and Its Catalytic Performance for Suzuki Reactions in Water Medium [J]. Chinese Journal of Catalysis, 2010, 31(11): 1388-1392.
[14]	TAO Guozhong;LU Guanzhong*;GUO Yun;WANG Yanqin;GUO Yanglong;ZHANG Zhigang;LIU Xiaohui;WANG Yunsong. Studies on the Initial Transient Period of Heterogeneous Asymmetric Catalytic Hydrogenation of Ethyl Pyruvate [J]. Chinese Journal of Catalysis, 2009, 30(5): 391-395.
[15]	MING Fangyong;WANG Jinbo;FU Haiyan;CHEN Jun;CHEN Hua*;LI Xianjun. Asymmetric Hydrogenation of Benzalacetone Catalyzed by Chiral Diamine-Modified Ru-TPP/γ-Al2O3 [J]. Chinese Journal of Catalysis, 2007, 28(12): 1057-1061.

Asymmetric Hydrogenation of Benzalacetone Catalyzed by RuCl2(TPPTS)2-(S,S)-DPENDS in Water Medium

PDF (PC)

Knowledge

Cited

Abstract

Cite this article

share this article

share this article

References

Related Articles 15

Recommended Articles

Metrics