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Issue 4, 2019
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Metal-catalyzed cross-coupling chemistry with polyhedral boranes

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Over the past several decades, metal-catalyzed cross-coupling has emerged as a very powerful strategy to functionalize carbon-based molecules. More recently, some of the cross-coupling methodologies have been adapted to inorganic compounds including boron-rich clusters. The development of this chemistry relies on the ability to synthesize halogenated boron-rich clusters which can serve as electrophilic cross-coupling partners with nucleophilic substrates in the presence of a metal catalyst. While the cross-coupling chemistry with boron-clusters is conceptually reminiscent of that of its hydrocarbon counterparts, several key aspects including the spheroidal bulk of clusters and the distinct nature of boron–halogen/boron–heteroatom bonds make this chemistry unique. The utility of metal-catalyzed cross-coupling can be extended to several classes of polyhedral boranes including neutral and anionic carboranes, metallaboranes, and carbon-free boranes. Importantly, cross-coupling enables a suite of boron–heteroatom (C, N, O, P, S) couplings to prepare boron cluster-based systems that can be used for ligand design, medicinal chemistry, and materials applications.

Graphical abstract: Metal-catalyzed cross-coupling chemistry with polyhedral boranes

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Article information

31 Oct 2018
28 Nov 2018
First published
28 Nov 2018

Chem. Commun., 2019,55, 430-442
Article type
Feature Article
Author version available

Metal-catalyzed cross-coupling chemistry with polyhedral boranes

R. M. Dziedzic and A. M. Spokoyny, Chem. Commun., 2019, 55, 430
DOI: 10.1039/C8CC08693A

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