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水中疏水性树枝状DACH-铑配合物催化的不对称转移氢化反应。

Asymmetric transfer hydrogenation catalysed by hydrophobic dendritic DACH-rhodium complex in water.

作者信息

Jiang Lin, Wu Tong-Fei, Chen Ying-Chun, Zhu Jin, Deng Jin-Gen

机构信息

Key Laboratory of Drug-Targeting of Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, China.

出版信息

Org Biomol Chem. 2006 Sep 7;4(17):3319-24. doi: 10.1039/b608386b. Epub 2006 Jul 28.

Abstract

Hydrophobic Fréchet-type dendritic chiral 1,2-diaminocyclohexane-Rh(III) complexes have been applied in the asymmetric transfer hydrogenation of ketones in water using HCOONa as hydrogen source. The catalysts were found to be finely dissolved in the liquid substrates in the aqueous mixture and exhibited high catalytic activity and enantioselectivity (52-97% ee). The catalytic loading could be decreased to 0.01 mol% and good conversion was still obtained with excellent enantioselectivity. Moreover, the catalyst could be easily precipitated from the mixture by adding hexane and reused several times without affecting the high enantioselectivity.

摘要

疏水性的弗雷歇型树枝状手性1,2 - 二氨基环己烷 - 铑(III)配合物已被应用于以甲酸钠为氢源在水中进行酮的不对称转移氢化反应。发现这些催化剂能很好地溶解在水性混合物中的液体底物中,并表现出高催化活性和对映选择性(对映体过量值为52 - 97%)。催化负载量可降至0.01 mol%,并且在保持优异对映选择性的情况下仍能获得良好的转化率。此外,通过加入己烷,催化剂可很容易地从混合物中沉淀出来,并能重复使用几次而不影响高对映选择性。

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