Asymmetric transfer hydrogenation of aryl ketones catalyzed by salt-free two samarium centers supported by a chiral multidentate alkoxy ligand.

Asymmetric transfer hydrogenation of aryl ketones catalyzed by salt-free two samarium centers supported by a chiral multidentate alkoxy ligand.
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DOI:
10.1002/chin.200515030
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发表时间:
2004-11
期刊:
影响因子:
5.2
通讯作者:
K. Ohno;Yasutaka Kataoka;K. Mashima
K. Ohno;Yasutaka Kataoka;K. Mashima
中科院分区:
化学1区
文献类型:
--
作者:
K. Ohno;Yasutaka Kataoka;K. Mashima

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[反应:我们合成了一个手性多齿配体(R,R,R,R)-N,N,N ',N'-四(2-羟基-2-苯乙基)-1,3-苯二甲胺[(R)-2],它可以在相邻位置上负载两个金属离子。用(R)-2的无盐钐镧系配合物催化苯乙酮及其衍生物的不对称氢转移反应,发现两个钐原子与(R)-2的组合是最佳的催化体系,具有较高的对映选择性(ee>99%)。
[reaction: see text] We synthesized a chiral multidentate ligand, (R,R,R,R)-N,N,N',N'-tetra(2-hydroxy-2-phenylethyl)-1,3-xylylene diamine [(R)-2], which can support two metals at adjacent positions. Asymmetric transfer hydrogenation of acetophenone and its derivatives was conducted by using salt-free bimetallic lanthanoid complexes of (R)-2, and the combination of two samarium atoms and (R)-2 was found to be the best catalyst system for asymmetric transfer hydrogenation of aryl ketones in high enantioselectivity (up to >99% ee).