A Highly Efficient Base-Metal Catalyst: Chemoselective Reduction of Imines to Amines Using An Abnormal-NHC-Fe(0) Complex

被引：51
作者：
Bhunia, Mrinal [1 ]
Hota, Pradip Kumar [1 ]
Vijaykumar, Gonela [1 ]
Adhikari, Debashis [2 ]
Mandal, Swadhin K. [1 ]
机构：
[1] Indian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, India
[2] Indian Inst Sci Educ & Res Mohali, Dept Chem Sci, Sas Nagar 140306, India
来源：
ORGANOMETALLICS | 2016年 / 35卷 / 17期
关键词：
N-HETEROCYCLIC CARBENE; ASYMMETRIC TRANSFER HYDROGENATION; H BOND ACTIVATION; SECONDARY-AMINES; IRON COMPLEX; SELECTIVE HYDROGENATION; HYDRIDE COMPLEXES; PINCER COMPLEX; ONE-POT; HYDROSILYLATION;
D O I：
10.1021/acs.organomet.6b00478
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
A base-metal, Fe(0)-catalyzed hydrosilylation of imines to obtain amines is reported here which outperforms its noble-metal congeners with the highest TON of 17000. The catalyst, (aNHC)Fe(CO)(4), works under very mild conditions, with extremely low catalyst loading (down to 0.005 mol %), and exhibits excellent chemoselectivity. The facile nature of the imine reduction under mild conditions has been further demonstrated by reducing imines towards expensive commercial amines and biologically important N-alkylated sugars, which are difficult to achieve otherwise. A mechanistic pathway and the source of chemoselectivity for imine hydrosilylation have been proposed on the basis of the well-defined catalyst and isolable intermediates along the catalytic cycle.
引用
收藏
页码：2930 / 2937
页数：8
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