Deuteration of boranes : catalysed versus non-catalysed processes

Nelson, David J. and Egbert, Jonathan D. and Nolan, Steven P. (2013) Deuteration of boranes : catalysed versus non-catalysed processes. Dalton Transactions, 42 (12). pp. 4105-4109. ISSN 1477-9226 (https://doi.org/10.1039/c3dt33045a)

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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.

ORCID iDs

Nelson, David J. ORCID logoORCID: https://orcid.org/0000-0002-9461-5182, Egbert, Jonathan D. and Nolan, Steven P.;