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雷尼钴(RANEY® cobalt)——一种未得到充分利用的用于选择性裂解碳-卤键和氮-氧键的试剂。

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

作者信息

Banwell Martin G, Jones Matthew T, Reekie Tristan A, Schwartz Brett D, Tan Shen H, White Lorenzo V

机构信息

Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, ACT 0200, Australia.

出版信息

Org Biomol Chem. 2014 Oct 14;12(38):7433-44. doi: 10.1039/c4ob00917g.

Abstract

RANEY® 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® 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® nickel. A reliable method for preparing consistently effective RANEY® 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.

摘要

雷尼®钴最早于20世纪30年代制备,已知其作为某些化学选择性还原反应的催化剂能有效发挥作用。然而,其在化学合成中的效用似乎尚未得到充分认识。首次对涉及雷尼®钴的化学转化文献进行的全面综述试图通过强调该体系与更为知名但通常选择性较低的同类物雷尼®镍在性能上的差异等来纠正这种情况。本文介绍了一种可靠的制备始终有效的雷尼®钴的方法以及一种无需在高压氢气下使用它的方案。因此,希望现在能更多地关注这种作为化学合成有力工具具有巨大潜力的标题试剂,特别是在通过串联还原环化过程构建多环骨架方面。

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