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Issue 8, 2015
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A unified survey of Si–H and H–H bond activation catalysed by electron-deficient boranes

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Abstract

The bond activation chemistry of B(C6F5)3 and related electron-deficient boranes is currently experiencing a renaissance due to the fascinating development of frustrated Lewis pairs (FLPs). B(C6F5)3's ability to catalytically activate Si–H bonds through η1 coordination opened the door to several unique reduction processes. The ground-breaking finding that the same family of fully or partially fluorinated boron Lewis acids allows for the related H–H bond activation, either alone or as a component of an FLP, brought considerable momentum into the area of transition-metal-free hydrogenation and, likewise, hydrosilylation. This review comprehensively summarises synthetic methods involving borane-catalysed Si–H and H–H bond activation. Systems corresponding to an FLP-type situation are not covered. Aside from the broad manifold of C[double bond, length as m-dash]X bond reductions and C[double bond, length as m-dash]X/C–X defunctionalisations, dehydrogenative (oxidative) Si–H couplings are also included.

Graphical abstract: A unified survey of Si–H and H–H bond activation catalysed by electron-deficient boranes

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Article information


Submitted
02 Dec 2014
First published
13 Feb 2015

This article is Open Access

Chem. Soc. Rev., 2015,44, 2202-2220
Article type
Review Article

A unified survey of Si–H and H–H bond activation catalysed by electron-deficient boranes

M. Oestreich, J. Hermeke and J. Mohr, Chem. Soc. Rev., 2015, 44, 2202
DOI: 10.1039/C4CS00451E

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