非螯合型手性双膦/钌催化的不对称氢化反应

高等学校化学学报 ›› 2002, Vol. 23 ›› Issue (10): 1936.

非螯合型手性双膦/钌催化的不对称氢化反应

李庆山^1,2, 张玉华¹, 殷元骐¹

1. 中国科学院兰州化学物理研究所, 兰州　730000;
2. 南开大学元素有机化学国家重点实验室, 天津　300071

收稿日期:2001-09-14 出版日期:2002-10-24 发布日期:2002-10-24
通讯作者: 殷元骐(1933年出生),男,研究员,博士生导师,主要从事金属有机化学和催化化学研究.E-mail:hcom@ns.lzb.ac.cn E-mail:hcom@ns.lzb.ac.cn
基金资助:
国家自然科学基金(批准号:29873061)资助

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

摘要/Abstract

摘要： 对RuCl₃和手性双膦(2S,5S)-2,5-双-(二苯膦)-1,4∶3,6-双脱水-2,5-双去氧-L-艾杜醇(BDPI)催化的不对称氢化反应进行了研究,反应的转化率为100%,光学收率受[双膦]/[RuCl₃]比值的影响较大.在α-乙酰胺基肉桂酸的催化氢化反应中,[双膦]/[RuCl₃]=2.0时e.e.值最大,为68%;对衣糠酸的催化氢化,[双膦]/[RuCl₃]=3时e.e.值最大,为92%.

关键词: 不对称氢化反应, 手性双膦, RuCl₃

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

中图分类号:

O643

TrendMD:

李庆山, 张玉华, 殷元骐. 非螯合型手性双膦/钌催化的不对称氢化反应. 高等学校化学学报, 2002, 23(10): 1936.

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