Magnetically recoverable chiral catalysts immobilized on magnetite nanoparticles for asymmetric hydrogenation of aromatic ketones

Magnetically recoverable chiral catalysts immobilized on magnetite nanoparticles for asymmetric hydrogenation of aromatic ketones
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DOI:
10.1021/ja053881o
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发表时间:
2005-09-14
影响因子:
15
通讯作者:
Lin, WB
Lin, WB
中科院分区:
化学1区
文献类型:
--
作者:
Hu, AG;Yee, GT;Lin, WB

文献摘要

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通过将预先形成的Ru催化剂通过膦酸酯官能团固定在磁铁矿纳米颗粒上,合成了新型多相化不对称催化剂,并通过多种技术(包括TEM、磁化和XRD)对其进行了表征。这些纳米粒子负载的手性催化剂用于芳香酮的不对称非均相不对称氢化,具有非常高的对映体过量值高达98.0%。该固载化催化剂易于通过磁倾析回收,重复使用多达14次而不损失活性和对映选择性。本发明的催化剂固定化方法的正交性质应允许设计用于宽范围的有机转化的其它超顺磁性纳米颗粒负载的不对称催化剂。
Novel heterogenized asymmetric catalysts were synthesized by immobilizing preformed Ru catalysts on magnetite nanoparticles via the phosphonate functionality and were characterized by a variety of techniques, including TEM, magnetization, and XRD. These nanoparticle-supported chiral catalysts were used for enantioselective heterogeneous asymmetric hydrogenation of aromatic ketones with very high enantiomeric excess values of up to 98.0%. The immobilized catalysts were easily recycled by magnetic decantation and reused for up to 14 times without loss of activity and enantioselectivity. Orthogonal nature of the present catalyst immobilization approach should allow the design of other superparamagnetic nanoparticle-supported asymmetric catalysts for a wide range of organic transformations.