Asymmetric hydroamination of acrylonitrile derivatives catalyzed by Ni(II)-complexes

被引：48
作者：
Fadini, Luca [1 ]
Togni, Antonio [2 ]
机构：
[1] Univ Nacl Colombia, Dept Quim, Bogota, DC, Colombia
[2] HCI, ETH Zurich, Swiss Fed Inst Technol, Dept Chem & Appl Biosci, CH-8093 Zurich, Switzerland
来源：
TETRAHEDRON-ASYMMETRY | 2008年 / 19卷 / 22期
基金：
瑞士国家科学基金会;
关键词：
D O I：
10.1016/j.tetasy.2008.11.010
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Chiral ferrocenyl tridentate phosphine ligands were synthesized and used in asymmetric hydroamination reactions catalyzed by Ni(II)-complexes. Compounds of the type [Ni(PPP)L](2+), where L is a chloride, solvent molecule or a coordinated substrate, were isolated. The efficiency of these complexes in asymmetric catalysis was high when aliphatic or aromatic amines were reacted with electron-poor olefins, especially with acrylonitrile derivatives. This hydroamination reaction affords up to 95% enantioselectivity at -80 degrees C for the addition of morpholine to methacrylonitrile (69% ee at room temperature). (C) 2008 Elsevier Ltd. All rights reserved.
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收藏
页码：2555 / 2562
页数：8
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