Asymmetric Hydrogenation Catalyzed by RuCl3 and a Non-chelate Chiral Diphosphine

Chem. J. Chinese Universities ›› 2002, Vol. 23 ›› Issue (10): 1936.

• Articles • Previous Articles Next Articles

Asymmetric Hydrogenation Catalyzed by RuCl₃ and a Non-chelate Chiral Diphosphine

LI Qing-Shan^1,2, ZHANG Yu-Hua¹, YIN Yuan-Qi¹

1. Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, China;
2. State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China

Received:2001-09-14 Online:2002-10-24 Published:2002-10-24

Abstract

Abstract: The asymmetric hydrogenation of α-acetaminocinnamic acid and itaconic acid catalyzed by RuCl₃ and a non-chelate chiral diphosphine, (2S,5S)-2,5-bis(diphenylphosphine)-1,4∶3,6-dianhydro-2,5-dideoxy-L-iditol(BDPI), was studied. The conversion of both reaction was 100% and the enantiomer excess was strongly affected by the ratio of [BDPI] to [RuCl₃]. The maximum of e.e. value was 68% and 92% for the asymmetric hydrogenation of α-acetaminocinnamic acid and itaconic acid, respectively.

Key words: Asymmetric hydrogenation, Chiral diphosphine, RuCl₃

CLC Number:

O643

TrendMD:

LI Qing-Shan, ZHANG Yu-Hua, YIN Yuan-Qi. Asymmetric Hydrogenation Catalyzed by RuCl₃ and a Non-chelate Chiral Diphosphine[J]. Chem. J. Chinese Universities, 2002, 23(10): 1936.

[1]	ZHANG Shuxin, FENG Yu, FAN Qinghua. Progress of Transition Metal⁃catalyzed Asymmetric Hydrogenation in China^† [J]. Chem. J. Chinese Universities, 2020, 41(10): 2107.
[2]	YANG Jun, ZHAO Wen-Bo, YANG Chao-Fen, SUN Xiao-Dong, WANG Qi, ZHU Yan-Qing, CHEN Hua. Asymmetric Hydrogenation of Acetophenone and Its derivatives Catalyzed by (1S,2S)-DPEN Modified Ir/γ-Al₂O₃ [J]. Chem. J. Chinese Universities, 2013, 34(7): 1679.
[3]	LI Kai-Xiang, LI Xiao-Hong*, SONG Li-Ying, WU Peng. Asymmetric Hydrogenation of α-Ketoesters on Chirally Modified Pt Catalysts Supported on MPC-61 Ordered Mesoporous Carbon [J]. Chem. J. Chinese Universities, 2011, 32(6): 1354.
[4]	WANG Hong-Na, SHEN Ya-Li, LI Bo, LI Xiao-Hong*, WU Peng. Comparison of Catalytic Performance and Stability for Pt Catalysts Supported on Different Materials in Chiral Hydrogenation of Ethyl Pyruvate [J]. Chem. J. Chinese Universities, 2010, 31(4): 761.
[5]	SHEN Ya-Li, LI Xiao-Hong*, SONG Li-Ying, WANG Hong-Na, WU Peng. Asymmetric Hydrogenation of Ethyl Pyruvate on Chirally Modified Pt Catalysts Supported on Periodic Mesoporous Resols [J]. Chem. J. Chinese Universities, 2009, 30(7): 1375.
[6]	ZHANG Tang-Zhi, CHEN Di, HOU Xue-Long*, DAI Li-Xin. Application of Chiral [2,2]Paracyclophane Monophosphines in Catalytic Asymmetric Hydrogenation of Dehydroamino Acid Derivatives [J]. Chem. J. Chinese Universities, 2008, 29(10): 2015.
[7]	JIANG Ru, NAN Peng-Juan, LIU Wei, LI Xiao-Ye, ZHANG Sheng-Yong . Synthesis of New Chiral Diphosphine-borane Complex and Its Application to the Catalytic Asymmetric Hydrogenation [J]. Chem. J. Chinese Universities, 2001, 22(6): 936.
[8]	LI Xiao-Hong, YOU Xin, LIANG Chang-Hai, ZHANG Sui-Zhi, WEI Zhao-Bin, LI Xu-Yuan, LI Can. Heterogeneous Asymmetric Hydrogenation of Ethyl Pyruvate on Chirally Modified Pt/Al₂O₃Catalyst with Fixed-bed Reactor [J]. Chem. J. Chinese Universities, 2000, 21(12): 1900.

Asymmetric Hydrogenation Catalyzed by RuCl₃ and a Non-chelate Chiral Diphosphine

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 8

Recommended Articles

Metrics

Comments