Issue 38, 2014

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

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.

Graphical abstract: RANEY® cobalt – an underutilised reagent for the selective cleavage of C–X and N–O bonds

Article information

Article type
Review Article
Submitted
05 May 2014
Accepted
17 Jun 2014
First published
17 Jun 2014

Org. Biomol. Chem., 2014,12, 7433-7444

Author version available

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

M. G. Banwell, M. T. Jones, T. A. Reekie, B. D. Schwartz, S. H. Tan and L. V. White, Org. Biomol. Chem., 2014, 12, 7433 DOI: 10.1039/C4OB00917G

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