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对烷氧基取代MeO-BIPHEP型手性双膦钌配合物催化β-酮酸酯不对称加氢反应

Asymmetric Hydrogenation of β-Ketoesters Catalyzed by Ru Complex with Para-alkoxy Substituted MeO-BIPHEP Type Diphosphine Ligands

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【作者】 彭宗海马梦林付海燕陈华李贤钧

【Author】 PENG Zonghai1,MA Menglin1,2,FU Haiyan1,CHEN Hua1,LI Xianjun1 1Key Laboratory of Green Chemistry and Technology of Ministry of Education,Institute of Homogeneous Catalysis, Faculty of Chemistry,Sichuan University,Chengdu 610064,Sichuan,China 2Department of Chemistry,Xihua University,Chengdu 611930,Sichuan,China

【机构】 四川大学化学学院有机金属络合催化研究所,教育部绿色化学与技术重点实验室西华大学化学系

【摘要】 报道了对烷氧基取代的MeO-BIPHEP型手性双膦配体钌配合物催化的β-酮酸酯不对称加氢反应,考察了反应温度、压力、底物/催化剂摩尔比和溶剂对反应的影响.结果表明,在乙醇中该配合物催化3-丁酮酸乙酯加氢反应的对映选择性达98.0%,且对含不同取代基的β-酮酸酯均表现出较高的活性和对映选择性.

【Abstract】 A series of optically active MeO-BIPHEP type ligands,(R)-6,6’-dimethoxy-2,2’-bis(di-p-alkoxyphenyl-phosphine)-1,1’-biphenyl,were synthesized,and the ruthenium complex with these ligands,[Ru(diphosphine)(C6H6)Cl]Cl,was applied for the asymmetric hydrogenation of β-ketoesters. Influence of temperature,pressure,substrate/catalyst molar ratio,and solvents was tested. The results showed that the 98.0% of ee value was achieved for the hydrogenation of ethyl acetoacetate in EtOH. [Ru(diphosphine)(C6H6)Cl]Cl showed high catalytic activity and enantioselectivity for the asymmetric hydrogenation of various β-ketoesters.

  • 【文献出处】 催化学报 ,Chinese Journal of Catalysis , 编辑部邮箱 ,2010年02期
  • 【分类号】O643.32
  • 【被引频次】4
  • 【下载频次】201
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