RANEY® cobalt - an underutilised reagent for the selective cleavage of C-X and N-O bonds

被引:24
作者
Banwell, Martin G. [1 ]
Jones, Matthew T. [1 ]
Reekie, Tristan A. [1 ]
Schwartz, Brett D. [1 ]
Tan, Shen H. [1 ]
White, Lorenzo V. [1 ]
机构
[1] Australian Natl Univ, Inst Adv Studies, Res Sch Chem, Canberra, ACT 0200, Australia
关键词
LIQUID-PHASE HYDROGENATION; ALIPHATIC ALPHA; BETA-UNSATURATED ALDEHYDE; CHEMOSELECTIVE HYDROGENATION; REDUCTIVE CYCLIZATION; METAL-CATALYSTS; UNSATURATED NITRILES; NICKEL-CATALYSTS; HYDROGENOLYSIS; KINETICS; ALLOYS;
D O I
10.1039/c4ob00917g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
RANEY (R) cobalt, which was first prepared in the 1930s, is known to function effectively as a catalyst for certain chemoselective reductions. However, its utility in chemical synthesis does not seem to have been fully appreciated. This first comprehensive survey of the literature on chemical transformations involving RANEY (R) cobalt attempts to redress matters by, among other things, highlighting the differences between the performance of this system and its much more well-known but usually less selective congener RANEY (R) nickel. A reliable method for preparing consistently effective RANEY (R) cobalt is presented together with a protocol that avoids the need to use it with high pressures of dihydrogen. As such, it is hoped more attention will now be accorded to the title reagent that offers considerable promise as a powerful tool for chemical synthesis, particularly in the assembly of polycyclic frameworks through tandem reductive cyclisation processes.
引用
收藏
页码:7433 / 7444
页数:12
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