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Issue 12, 2013
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Deuteration of boranes: catalysed versus non-catalysed processes

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Abstract

A dichotomy in the reactivity of B–H bonds is reported. A bis(N-heterocyclic carbene)-ligated iridium(III) complex can effect rapid deuteration of boronate esters at room temperature with low catalyst loadings; however, borane and 9-BBN both undergo deuteration in the absence of catalyst, and do not react with the iridium complexes. This is proposed to result from the inductive electron-withdrawing properties of the boronic ester substituents. Deuterated boronic esters can be accessed rapidly at room temperature with only very low loadings of iridium catalyst.

Graphical abstract: Deuteration of boranes: catalysed versus non-catalysed processes

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Publication details

The article was received on 12 Oct 2012, accepted on 23 Jan 2013 and first published on 06 Feb 2013


Article type: Communication
DOI: 10.1039/C3DT33045A
Dalton Trans., 2013,42, 4105-4109

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    Deuteration of boranes: catalysed versus non-catalysed processes

    D. J. Nelson, J. D. Egbert and S. P. Nolan, Dalton Trans., 2013, 42, 4105
    DOI: 10.1039/C3DT33045A

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